Celebrate the Milestone, Take the Trip

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Birthdays have a funny way of making you reflect.

Maybe it’s because I’m celebrating another trip around the sun this week, but I’ve been thinking about the way we mark the important moments in our lives.

There’s usually a dinner. A cake. Cards. Maybe a gift or two.

And I love all of those things.

But you know what I remember most when I look back over the years?

The experiences.

The places I’ve been. The people I’ve shared them with. The meals that lasted for hours. The things we laughed about. The adventures that didn’t go exactly as planned. And those moments when you stop, look around, and think, I can’t believe I’m actually here.

That’s one of the reasons I love the idea of celebration travel.

Celebrations Have Always Been Part of My Travel Career

In some ways, celebration travel has been part of my career from the very beginning.

I started out planning destination weddings, helping couples take one of the biggest days of their lives and turn it into an experience they could share with the people they loved.

From there came the honeymoons—and perhaps surprisingly, New Zealand has become one of my top honeymoon destinations. Not every newlywed couple dreams about spending a week lying on a beach. Some want beautiful scenery, adventure, incredible food and wine, and experiences they’ll remember forever.

Over the years, the celebrations have expanded far beyond weddings and honeymoons.

I’ve planned trips for milestone birthdays, big anniversaries, family reunions, girls’ getaways, and multigenerational vacations where the entire family comes together to celebrate.

I’ve even been lucky enough to occasionally become part of the celebration myself.

While I was in Australia at the same time as clients celebrating a 60th birthday, I had the pleasure of taking them out and celebrating with them. I’ve also been part of a group of couples who gathered in St. Martin for a big birthday celebration.

Those are some pretty special memories from this career of mine.

One Milestone, One Very Special Trip

One of the things I love about celebration travel is that the destination can reflect the particular moment in your life.

I’ve had clients who have shown that beautifully.

One couple celebrated a 50th birthday in Hawaii.

Their honeymoon took them to Tahiti.

And when it was time to bring the family together for a family reunion, they chose the Maldives.

Three very different occasions. Three very different trips.

That’s exactly the point.

No single place is perfect for every celebration.

The right destination is the one that fits you, the people you’re traveling with, and what you’re celebrating.

Bring the Whole Family

Some of my favorite celebration trips have been the multigenerational ones.

A big anniversary is a wonderful reason to bring everyone together—not just the couple who reached the milestone, but their children and grandchildren too.

And these trips become about so much more than the anniversary itself.

Grandparents get uninterrupted time with grandchildren. Adult children get to reconnect. Everyone steps away from work, school, sports, appointments, and the million other things that make getting the entire family together increasingly difficult.

Instead of receiving another gift, the couple celebrating that big anniversary gets something much harder to wrap:

time with the people they love.

And everyone comes home sharing the same collection of memories.

Sometimes the Experience Is the Celebration

You don’t necessarily need balloons waiting in the room or a cake delivered after dinner to make a trip feel celebratory.

Sometimes the experience itself becomes the moment.

Watching the sun set somewhere you’ve always dreamed about visiting.

Sharing an incredible meal.

Seeing Australian wildlife you’ve dreamed about encountering.

Sipping wine among the vineyards.

Waking up over a turquoise lagoon.

Seeing a favorite sporting event in another country.

Getting the whole family together when everyone’s schedules finally align.

Or simply raising a glass somewhere beautiful and realizing how fortunate you are to be there together.

Those are the things we tend to talk about years later.

And unlike another sweater or gadget, you don’t eventually clean them out of a closet.

Tell Me What You’re Celebrating

This is something I always want my clients to tell me.

If you’re traveling for a birthday, anniversary, honeymoon, retirement, reunion, graduation, or another special occasion, don’t treat it like an insignificant detail.

Tell me.

It helps me understand what this particular trip means to you.

Maybe we should build an experience into the itinerary. Maybe one resort is a better fit for the occasion than another. We may find special options we wouldn’t otherwise consider.

And sometimes it’s the little touches that turn an already wonderful vacation into something you’ll remember forever.

That’s part of the fun of planning celebration travel.

Don’t Wait for the “Big Enough” Milestone

I think we sometimes convince ourselves an occasion has to be significant enough to justify a trip.

The 50th birthday.

The 25th anniversary.

Retirement.

But who decided the years in between don’t count?

You don’t necessarily need a zero at the end of the number to have something worth celebrating.

Life gives us plenty of reasons to put things off. There will always be another bill, another commitment, another project at work, or another reason that next year might be more convenient.

I’ve learned enough through my own travels—and through the lives of the people I’ve planned trips for—to know that we aren’t guaranteed the perfect time.

If the people you love can travel and there’s somewhere you’ve been dreaming about experiencing together, that’s worth considering now.

Another Trip Around the Sun

This birthday week has been filled with friends and family, laughter, dinners, surprises, and people I love.

And that’s really what celebrating is about for me.

It’s not so much about adding another candle to the cake.

It’s about recognizing that another year has given me more people, places, and experiences to be grateful for—and hopefully plenty more adventures still ahead.

So when your next milestone rolls around, you can certainly make the dinner reservation.

Buy the cake.

Open the presents.

But maybe you should also pack the suitcase.

Because sometimes the best way to celebrate another chapter of life is to go somewhere and live it.


Lisa Rossmeissl is the owner of Boomerang Escapes, a home-based agency located in Branchburg, New Jersey, and North Myrtle Beach, South Carolina, with agents in TN, MS, ID, and WI. 

She has been a professional travel consultant since 2008 and specializes in Australia and the South Pacific. Australia, New Zealand, Tahiti, Fiji, and Cook Islands are among the specialist certificates she holds.  Her agency’s focus is on creating custom itineraries with their client’s wants, desires, and budgets in mind.  She and her planners believe in getting to know the traveler to ensure they have a vacation to remember.  With each planner specializing in a different market area, Boomerang Escapes can offer a wide variety of leisure vacation planning.

Lisa RossmeisslCelebrate the Milestone, Take the Trip
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How Many Vacations Do You Have Left?

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How Many Vacations Do You Have Left?

It’s a simple question.

But when was the last time you really stopped to think about it?

Not just this year.

Not next year.

Your lifetime.

How many vacations do you have left?

And maybe that’s exactly why we shouldn’t keep waiting.

We Always Think There Will Be More Time

I’ll take that trip when work slows down.

After the kids graduate.

When I retire.

When airfare comes down.

Next year.

I’ve heard every one of those reasons over the years, and if I’m being honest, I’ve probably said a few of them myself.

Life has a way of filling our calendars before we even realize it. School starts. The holidays arrive. Work gets busy. Family needs us. Before long, another year has come and gone.

Sometimes we get so caught up planning for someday that we forget today is happening right now.

A Conversation That Changed My Perspective

Years ago, when my children were still very young, I met a woman who unknowingly changed the course of my life.

She and her husband had always planned to travel after retirement. They worked hard, saved their money, and looked forward to the day they would finally have the time to see the world together.

But life had other plans.

By the time they retired, her husband was on dialysis, and the adventures they had spent years dreaming about were no longer possible.

She looked at me and said something I’ll never forget.

“Don’t wait.”

Those two simple words stayed with me.

In that moment, I promised myself I wouldn’t wait until retirement to introduce my children to the world. Instead, I started taking them overseas while they were still toddlers.

Were those trips always easy?

Not at all!

Traveling with toddlers meant extra planning, plenty of patience, and occasionally carrying someone who decided they’d had enough walking. But every challenge was worth it.

Today, when I look back, I don’t remember the long flights or the tired moments. I remember watching my children experience the world with wide-eyed wonder. We laughed as we raced down the hills of Austria on a rodelbahn, sang along on the Sound of Music Tour through Salzburg, tried foods we’d never tasted before, and met people whose lives looked very different from our own.

Those experiences helped shape who they became and gave us memories we’ll carry for a lifetime.

If you’ve ever wondered whether young children are “too little” to travel, I encourage you to read my blog, How to Turn Your Toddlers into Travelers, where I share some of the lessons our family learned along the way.

Every Season of Life Brings a New Reason to Wait

Today, all three of my children are grown and building lives of their own.

Getting everyone together isn’t nearly as easy as it used to be. Between careers, relationships, and busy schedules, finding a week when everyone is available can feel like solving a puzzle.

And I know the next chapter is coming.

One day there will be grandchildren. There will be school calendars, sporting events, dance recitals, birthday parties, and all the wonderful chaos that comes with growing families.

Every season of life is something to treasure.

But every season also gives us another reason to say, “Maybe next year.”

I’m so thankful I listened to that woman all those years ago.

Because if I had waited, I wouldn’t have shared those adventures with my children while they were growing up. Those memories belong to all of us now, and I wouldn’t trade them for anything.

Travel Is One of Life’s Greatest Educations

People often ask me why I travel so much.

It isn’t because I enjoy airports.

Or packing.

Or twenty-hour flights to Australia.

I travel because of what travel teaches us.

I’ve always believed that one of the greatest educations we can give ourselves—and our children—is the opportunity to experience another culture firsthand.

You can read about Austria, Australia, or New Zealand in a book.

You can watch a documentary.

But it’s something entirely different to race down an alpine mountain on a rodelbahn, stand beneath Uluru at sunrise, hear a Māori welcome in New Zealand, or sit around a table sharing a meal with locals.

Travel has a way of bringing history, geography, culture, and people to life in ways a classroom never can.

Every trip teaches us something—not just about the destination, but about ourselves.

Travel has given me sunsets over Uluru, waterfalls in Milford Sound, wine with kangaroos just outside my cabin, and countless conversations with people I’ll never forget.

It has also given me something even more valuable—the opportunity to watch my children discover that same sense of wonder.

Those aren’t simply vacations.

They’re pieces of my life story.

So…How Many Vacations Do You Have Left?

I hope the answer is…

More than you can count.

More places to explore.

More cultures to discover.

More meals shared around unfamiliar tables.

More sunsets.

More laughter.

More memories with the people you love.

None of us knows how many vacations we have left.

But we do get to choose how we spend the time we have.

So take the trip.

Take your children while they’re still young enough to see the world through eyes of wonder.

Take your parents while they’re still able to enjoy the journey.

And one day, if you’re lucky enough, take your grandchildren and watch them discover that same magic.

Celebrate that anniversary you’ve been talking about for years.

Reconnect with old friends.

Watch another sunset.

Taste something you’ve never tried before.

Because in the end, the souvenirs fade…

The memories never do.


Originally inspired by my 2019 blog How Many Summers Do You Have Left? Updated and expanded in August 2026.


Lisa Rossmeissl is the owner of Boomerang Escapes, a home-based agency located in Branchburg, New Jersey, and North Myrtle Beach, South Carolina, with agents in TN, MS, ID, and WI. 

She has been a professional travel consultant since 2008 and specializes in Australia and the South Pacific. Australia, New Zealand, Tahiti, Fiji, and Cook Islands are among the specialist certificates she holds.  Her agency’s focus is on creating custom itineraries with their client’s wants, desires, and budgets in mind.  She and her planners believe in getting to know the traveler to ensure they have a vacation to remember.  With each planner specializing in a different market area, Boomerang Escapes can offer a wide variety of leisure vacation planning.

Lisa RossmeisslHow Many Vacations Do You Have Left?
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Why the Dominican Republic Continues to Be a Favorite Caribbean Escape

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When travelers tell me they want sunshine, beautiful beaches, and an easier getaway from the United States, the Dominican Republic is often one of the first destinations I mention. And for good reason. With direct flights from many cities, a wide variety of resorts, and options for couples, families, and groups, it remains one of the most popular Caribbean destinations year after year.

The Dominican Republic works well for travelers who want that “arrive and relax” feeling without spending an entire day getting there. For many East Coast travelers, especially, it can be one of the more convenient warm-weather escapes.

Why Travelers Love the Dominican Republic

One of the Dominican Republic’s biggest strengths is its variety.

Some Caribbean islands are best for luxury. Others are best for quiet boutique stays. Some shine for adventure. The Dominican Republic gives travelers multiple ways to vacation, depending on what matters most to them.

You can find:

  • Large all-inclusive resorts with endless amenities
  • Adults-only escapes for couples and friends
  • Family-friendly resorts with kids’ clubs and water fun
  • Golf resorts
  • Spa-focused getaways
  • Beautiful beaches and turquoise water
  • Great value compared with some other Caribbean islands

That flexibility is one reason it remains such a client favorite.

Areas to Consider

Punta Cana

The most requested area for many travelers. Known for long stretches of beach, all-inclusive resorts, and plenty of choices from budget-friendly to luxury.

Cap Cana

A more upscale area with polished resorts, marina access, and a more exclusive feel.

La Romana

Great for travelers looking for a quieter setting with a beautiful coastline and easy access to golf and excursions.

Resorts My Clients Love

One of the best parts of planning Caribbean vacations is matching the right resort to the right traveler. Not every resort is right for every person, and that matters.

Breathless Punta Cana

This has become a strong client favorite, especially the Xhale Club side. Breathless works well for adults who enjoy a lively atmosphere, great pools, entertainment, and the option to mix fun with relaxation. The Xhale Club adds upgraded touches that many travelers appreciate.

Secrets Resorts

A wonderful option for couples wanting adults-only luxury, romance, and a more elevated, peaceful feel.

Dreams Resorts

A reliable pick for families. These resorts offer activities for different age groups, beautiful beachfront settings, and enough variety for both parents and kids to enjoy the trip.

Barceló Resorts

Often a great option for travelers looking for solid value, multiple amenities, and an easy Caribbean getaway.

Club Med

I’ve personally loved my time at Club Med. It offers a different style of resort experience with an active social vibe that many travelers enjoy.

Best Time to Visit

The Dominican Republic is a year-round destination, but timing can impact pricing and crowds.

  • Winter: Very popular escape season
  • Spring: Great weather and often strong value
  • Summer: Warm and family travel season
  • Fall: Can offer deals, depending on timing and weather patterns

For the best combination of value and availability, booking early is always smart.

Why Working With a Travel Advisor Matters

The biggest mistake many travelers make is choosing based only on price or a social media photo. The best resort for one traveler may be completely wrong for another.

That’s where guidance matters.

Some clients want adults-only fun. Others want total quiet. Some need a family-friendly resort with great food. Others care most about swim-up suites, beach quality, or direct flights.

Matching the destination and resort to you is where the real value comes in.

Final Thoughts

What I love about the Dominican Republic is how many travelers it works for. Whether you need a quick beach reset, a romantic escape, a family vacation, or a fun getaway with friends, there is usually a great fit here.

If the Caribbean has been calling your name, the Dominican Republic may be the easiest yes on your list.



Lisa Rossmeissl is the owner of Boomerang Escapes, a home-based agency located in Branchburg, New Jersey, with agents in TN, MS, ID, WI, and SC.

She has been a professional travel consultant since 2008 and specializes in Australia and the South Pacific. Australia, New Zealand, Tahiti, Fiji, and Cook Islands are among the specialist certificates she holds.  Her agency’s focus is on creating custom itineraries with their client’s wants, desires, and budgets in mind.  She and her planners believe in getting to know the traveler to ensure they have a vacation to remember.  With each planner specializing in a different market area, Boomerang Escapes can offer a wide variety of leisure vacation planning.

Lisa RossmeisslWhy the Dominican Republic Continues to Be a Favorite Caribbean Escape
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Why Beaches Resorts Continues to Win for Family Vacations

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When people hear the name Sandals, they often think romance. But for families, the sister brand Beaches Resorts deserves just as much attention.

I’ve now visited Turks & Caicos four times, and one of my favorite group trips to date was a family-and-friends getaway with 16 of us at Beaches Negril in Jamaica. What made it so special was how easy it was for everyone to enjoy the trip their own way while still creating shared memories together.

That’s the beauty of Beaches Resorts. They truly understand that not everyone vacations the same way.

Space for Everyone

One of the biggest reasons Beaches works so well for families and groups is the balance of togetherness and independence.

You can have:

  • Family time splashing in the pool, dining together, or enjoying the beach
  • Kid time with supervised programs and activities designed just for them
  • Adult time to relax, enjoy dinner, or simply breathe for a moment

That mix matters, especially on multigenerational trips where grandparents, parents, teens, and younger children all have different vacation styles.

More Than Just Family Travel

While Beaches is famous for family vacations, it is not limited to parents and kids.

I’ve also seen Beaches become a great fit for:

  • Multigenerational celebrations
  • Friends traveling together
  • Milestone birthdays
  • Girls getaways
  • Family reunions

The spacious suites and villa options make it easy for groups to stay together while still having room to spread out.

Why Turks & Caicos Stands Out

The white sand beaches in Turks & Caicos are hard to beat. Grace Bay is one of those places that looks just as stunning in person as it does in photos.

Beaches Turks & Caicos is packed with options, from waterpark fun and multiple pools to a wide variety of dining and accommodation styles. It is one of the most requested resorts for good reason.

Why Beaches Negril Keeps Winning Hearts

Beaches Negril has a more intimate feel and sits on Jamaica’s famous Seven Mile Beach. It is a fantastic choice for families who want a laid-back vibe with plenty to do.

I also recently had clients there in March for spring break, and it reminded me again how popular these resorts are during peak travel times.

Inclusive for More Families

Another reason Beaches stands out is its commitment to welcoming more families. Beaches Resorts has earned recognition for its programs and staff training that help support guests with autism and sensory needs. For many families, that extra layer of care can make all the difference in feeling comfortable and truly able to enjoy a vacation.

Book Early

The best room categories, larger suites, and peak travel dates tend to book out well in advance, especially during school breaks and holidays. If Beaches has been on your radar, planning early gives you the best range of choices.

Final Thought

A great family vacation is not just about where you go. It is about everyone coming home with memories they will talk about for years.

That is exactly why Beaches Resorts remains one of my favorite recommendations.



Lisa Rossmeissl is the owner of Boomerang Escapes, a home-based agency located in Old Bridge, New Jersey with agents in TN, MS, and WI. 

She has been a professional travel consultant since 2008 and specializes in Australia and the South Pacific. Australia, New Zealand, Tahiti, Fiji, and Cook Islands are among the specialist certificates she holds.  Her agency’s focus is on creating custom itineraries with their client’s wants, desires, and budgets in mind.  She and her planners believe in getting to know the traveler to ensure they have a vacation to remember.  With each planner specializing in a different market area, Boomerang Escapes can offer a wide variety of leisure vacation planning.

Lisa RossmeisslWhy Beaches Resorts Continues to Win for Family Vacations
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First Impressions of Virgin Voyages’ Brilliant Lady

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There is nothing quite like stepping aboard a brand-new ship, and Virgin Voyages’ Brilliant Lady is no exception. From the moment I stepped on board, I could feel the vibe. This was not going to be just another cruise. It was playful, bold, and full of surprises.

Virgin Voyages has been reimagining life at sea since its debut, and Brilliant Lady continues that tradition with stylish design, unique onboard energy, and a commitment to making sailing feel fresh, fun, and distinctly un-cruiselike.

A Boutique Hotel at Sea

Brilliant Lady strikes the perfect balance. She feels big and spacious, yet hosts a maximum of only 2,700 guests. That means there is room to breathe without losing the intimacy. The design is sleek and modern, with chic décor, bold colors, and playful touches around every corner.

There are fun play spaces scattered throughout the ship, from quirky lounges to Instagram-worthy corners, that keep the energy light and engaging. Whether traveling as a couple, with friends, or even on your own, there is a place that feels made for you.

Cabins for Every Traveler

One feature that really stood out was the solo cabins. Virgin Voyages makes space for independent travelers who want to sail without paying single supplements, offering a stylish and comfortable option designed just for them.

The standard cabins are sleek and tech-forward, with mood lighting and the signature Virgin hammocks on the balcony. And if you are craving next-level luxury, the Rockstar Suites deliver it in style.

Food Worth Traveling For

The food on the Brilliant Lady was unforgettable. Virgin Voyages is all about Michelin-inspired dining, and it shows.

At lunch, I tried a duck burger from The Galley, and it was absolutely outstanding. The Galley itself is a fresh twist on casual dining—no more buffet. Think vibrant food hall with sushi, tacos, sweet treats, and more. It is quick, casual, and delicious.

Then there is The Test Kitchen. My experience here left my taste buds wanting more. With creative dishes, unexpected pairings, and a sense of fun in every bite, it felt less like a cruise restaurant and more like a culinary adventure.

Entertainment With an Edge

When the sun sets, Brilliant Lady comes alive. I had the chance to see Duel Reality, an incredible acrobatic performance that combined music, dance, and athleticism in a way that kept everyone on the edge of their seats.

Entertainment here is not background. It is bold, immersive, and unforgettable.

Life Onboard: Playful Luxury

Virgin Voyages captures what I would call playful luxury. Everywhere you turn, there is a mix of elegance and cheeky fun. Whether enjoying a boozy popsicle, walking the bright red track with ocean views, or lounging by the pool, the ship delivers both energy and relaxation.

It is a ship that makes you want to explore, indulge, and laugh, while still feeling completely pampered.

Why Brilliant Lady Might Be Perfect for You

Virgin Voyages is not for everyone, and that is the point. This ship is ideal if you:

  • Prefer boutique hotels over mega-resorts

  • Are a foodie who enjoys chef-driven dining (do not miss the duck burger)

  • Love nightlife, live music, and bold entertainment

  • Appreciate an adults-only environment

  • Want something fresh, modern, and a little cheeky for your next vacation

  • Are a solo traveler who values stylish options without extra costs

Ready to Sail

My day on Brilliant Lady left me impressed, inspired, and ready to recommend her to travelers who want more than the traditional cruise. With her playful vibe, culinary experiences, and thoughtful design, she offers something genuinely different at sea.

Whether it is the Caribbean, Mediterranean, or beyond, Virgin Voyages invites you to sail in style. If you are curious whether Brilliant Lady is the right fit for your next escape, let’s connect and design a voyage that is perfectly you.



Lisa Rossmeissl is the owner of Boomerang Escapes, a home-based agency located in Old Bridge, New Jersey with agents in TN, MS, and WI. 

She has been a professional travel consultant since 2008 and specializes in Australia and the South Pacific. Australia, New Zealand, Tahiti, Fiji, and Cook Islands are among the specialist certificates she holds.  Her agency’s focus is on creating custom itineraries with their client’s wants, desires, and budgets in mind.  She and her planners believe in getting to know the traveler to ensure they have a vacation to remember.  With each planner specializing in a different market area, Boomerang Escapes can offer a wide variety of leisure vacation planning.


Lisa RossmeisslFirst Impressions of Virgin Voyages’ Brilliant Lady
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Sail Differently: Jean’s Virgin Voyages Caribbean Recap

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Sail Differently: Virgin Voyages 

At Boomerang Escapes, we love helping you return to your happy place — and sometimes that happy place includes ocean breezes, tropical islands, and a ship that knows how to do things a little differently. Recently, Jean from our team set sail aboard Virgin Voyages’ Resilient Lady, and we couldn’t wait to share the highlights from her seven-night Caribbean escape.

This wasn’t your typical cruise. Jean traveled with family and friends, hosting several cabins on board, making it a fun and easy group getaway. Their adventure began in San Juan, Puerto Rico, and set the stage for a week filled with island hopping, vibrant culture, and unforgettable memories.

🚢 The Itinerary: Island Bliss, Day by Day

Day 1: San Juan, Puerto Rico – An evening sail away with time to explore the colorful streets or relax before boarding.

Day 2: Tortola, British Virgin Islands – A tropical gem of white sands and turquoise waters.

Day 3: At Sea – A whole day to soak in everything the ship offers.

Day 4: Bridgetown, Barbados – Colonial charm and Caribbean rhythm wrapped in one.

Day 5: Castries, St. Lucia – Lush landscapes and iconic Piton views.

Day 6: St. John’s, Antigua – 365 beaches… yes, one for every day of the year. 366, but who is counting?

Day 7: Philipsburg, St. Maarten – A cultural fusion of Dutch and French vibes.

Day 8: Back to San Juan – Return, refreshed and inspired.

🌟 Why Virgin Voyages is a Different Kind of Cruise

Jean chose Virgin Voyages for its modern twist on cruising — and came back raving about the vibe. Here’s what sets it apart:

  • Adults Only – That’s right, 18+ only, making for a sophisticated, relaxing experience.
  • All-Inclusive Perks – No tipping required. WiFi, essential drinks, and over 20+ eateries are all included.
  • No Buffets Here – Food is elevated and freshly prepared — think global flavors and stylish venues.
  • Chic Cabins – Jean stayed in The Sea View, offering a sleek space with oceanfront serenity.
  • Bold Entertainment & Wellness – From sunrise yoga to edgy drag shows, there’s truly something for every type of traveler.

👨‍👩‍👧‍👦 Group Travel Made Easy

Jean coordinated several cabins for her friends and family — showing just how effortless and fun group travel can be when handled by an expert. Cruising can offer the perfect blend of independence and togetherness, whether it’s a milestone celebration, girls’ getaway, or family adventure.

🧭 Is Virgin Voyages Right for You?

Let’s be honest — Virgin isn’t for everyone, and that’s okay! But it might be for you if:

  • You want a modern, kid-free experience
  • You appreciate design-forward spaces and fantastic food
  • You’re looking for a cruise that blends relaxation with nightlife
  • You’ve done the traditional cruise lines and want something fresh

🌴 Your Happy Place Could Be Next

Whether craving Caribbean sunshine, a South Pacific paradise, or something entirely custom, Boomerang Escapes is here to design your perfect escape. With firsthand experience and global reach, we help you find the right destination and travel style match.

Ready to sail differently? Contact us today to start planning your group cruise or next unforgettable getaway.



Lisa Rossmeissl is the owner of Boomerang Escapes, a home-based agency located in Old Bridge, New Jersey with agents in TN, MS, and WI. 

She has been a professional travel consultant since 2008 and specializes in Australia and the South Pacific. Australia, New Zealand, Tahiti, Fiji, and Cook Islands are among the specialist certificates she holds.  Her agency’s focus is on creating custom itineraries with their client’s wants, desires, and budgets in mind.  She and her planners believe in getting to know the traveler to ensure they have a vacation to remember.  With each planner specializing in a different market area, Boomerang Escapes can offer a wide variety of leisure vacation planning.


Lisa RossmeisslSail Differently: Jean’s Virgin Voyages Caribbean Recap
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Turn Your Toddlers into Travelers

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How to turn your toddlers into travelers?  Here is how I did it.

A few years back, in June of 2002, to be exact, friends and family thought I was crazy when I decided I was going to fly to Europe with our 3 children (aged 2, 4, and 6 years) by myself. My plan was to meet up with my husband, who at the time was working in Germany, and spend two weeks driving Germany and Austria. Friends were truly amazed that I would even think to bring toddlers on a plane, let alone on the flight to Europe.

For me, it was natural. Travel is one of the most important things you can give your children. I never really entertained the idea that taking our kids on a long trip would be a major issue and began to make plans. We had already made several long drive trips from the time they were infants and planes from the East Coast to the Midwest. I planned to make this trip special and do a few things that I felt would make our children the best travelers!

How did I make our toddlers the best travelers ever? Here are some of the things I incorporated into our two-week European adventure.

Make them a part of the planning process. Even at 2 years of age, your toddler should be allowed to express opinions of things they may want to see and do. Going to the library to pick up books about the area is a great help. Look through books, create an image of the trip. For example, we knew we would see castles in Germany, so we read stories such as Cinderella and Sleeping Beauty.

Introduce them to the language. I always think it is a courtesy to learn some of the words and phrases of the country you visit.  It doesn’t matter the age. We started learning German at home before our trip. I found a great children’s learning system, Muzzy. It is a cartoon story that engages the children and is all in the country’s language. We actually have it in German, Spanish, and French.

Include activities that make everyone happy. When planning our trip to Germany and Austria, we did a mix of things we as adults wanted to see and added fun things for the children. Some of the things we included for the children were LEGOLAND, amusement parks, and even a zoo.

Treat them like “big” people. Each of our children was given their own little backpack. They had their own camera, their own notebook, crayons, pens, pencils, cards, and small activity books in the pack. The cameras were one of the best things, as each child was allowed to snap pictures of whatever they liked. Our two-year-old was such a trooper. She hardly ever used her umbrella stroller.

Plan your time appropriately. Does your child still take a nap? Think about that when planning your outings. Think about the pace of each day and how much time you will be on the road or doing a particular activity. Remember to keep an eating schedule. When we planned this road trip, we never drove more than 4-5 hours in one day, and we never stayed less than two nights at any city stop.

Remain calm and positive. Kids will feed off the energy you give off. Even the best-laid plans can end in a toddler meltdown. Take a deep breath. This, too, shall pass. Remember, after all, it’s an adventure. Stuff happens, and it is that stuff that makes your trip memorable.

Are you ready to turn your toddler into a traveler?

 

 

Originally published November 2014; updated May 2021


Lisa Rossmeissl is the owner of Boomerang Escapes, a home-based agency located in Old Bridge, New Jersey with agents in TN, MS, and WI. 

She has been a professional travel consultant since 2008 and specializes in Australia and the South Pacific. Australia, New Zealand, Tahiti, Fiji, and Cook Islands are among the specialist certificates she holds.  Her agency’s focus is on creating custom itineraries with their client’s wants, desires, and budgets in mind.  She and her planners believe in getting to know the traveler to ensure they have a vacation to remember.  With each planner specializing in a different market area, Boomerang Escapes can offer a wide variety of leisure vacation planning.

Lisa RossmeisslTurn Your Toddlers into Travelers
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5 Tips to Make Your Family Beach Vacation Unforgettable

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I am a mother of three now-adult children.  I’ve had kids from all over the US, Europe, the Caribbean, and even the South Pacific.  When you are a family of five with a mix of girls and boys, it is crucial to consider everyone to make your trip enjoyable. I’ve put together a list of tips below to help you make the most of your next family beach vacation.

5 Tips to Make Your Family Beach Vacation Unforgettable

Involve the children in the planning process.

Share and show them pictures of the possible destinations. Find out what activities are important to them. For example, I let each of our three children choose an excursion for our last family trip. This gave us 3 of our 7 days off the resort to do things we knew each child would enjoy.


Pick a resort with a good kids’ activity program.

Make sure the program the resort offers has activities that your child would enjoy participating in. Be sure the resort’s activities suit your children’s ages. Not all resorts have activities that entertain that “tween” and “teen” crowd. When your children are busy being entertained, you can steal some time for yourselves.


Pick a resort with a variety of dining options.

We all know how picky kids can be when it comes to eating. Make sure the resort has a good buffet option. It is also helpful when they have an American option that you know the kids will go for, such as a Pizzeria. If your child has any food allergies, check with the resort before booking to see if it can accommodate them. Often, the chef will meet with you to arrange the necessary meal plan for your stay. Several resort chains have now begun to include gluten-free options for their guests, as well as handling dairy and peanut allergies.


Pick a resort that offers spacious rooms.

When you are used to having your own bedroom and/or bath each morning, it is important to consider the size and amenities of the room types at the resorts you are considering for your family. Many resorts now offer bunk bed options for families of 5, separate rooms for kids, and family suites with 2 bedrooms.


Remember to relax.

You are on vacation after all. Consider locking the electronics in the room safe. Do activities together and apart (Spa time for mom?). But most of all, have FUN!

PS: Don’t forget to use your favorite travel professional to help you find the perfect resort match for you!



Lisa Rossmeissl is the owner of Boomerang Escapes, a home-based agency located in Old Bridge, New Jersey with agents in TN, MS, and WI. 

She has been a professional travel consultant since 2008 and specializes in Australia and the South Pacific. Australia, New Zealand, Tahiti, Fiji, and Cook Islands are among the specialist certificates she holds.  Her agency’s focus is on creating custom itineraries with their client’s wants, desires, and budgets in mind.  She and her planners believe in getting to know the traveler to ensure they have a vacation to remember.  With each planner specializing in a different market area, Boomerang Escapes can offer a wide variety of leisure vacation planning.

Lisa Rossmeissl5 Tips to Make Your Family Beach Vacation Unforgettable
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Reasons to Travel with Mom

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I know your first reaction is probably one of surprise. What do you mean by travel with my mom? Why would I do that?

Let me share from a mom’s point of view reasons why you should travel with your mom.

To start, I am the mother of three, now adult, children.  I have two daughters and one son.  Thanks to being in the travel industry for over 10 years now, I’ve had a bit more access than most to have this wonderful opportunity to share with my children.  We’ve done All-Inclusive vacations, Cruises and even went as far as Australia and New Zealand over the course of their teen/adult years thus far.  I wouldn’t trade the time with them for anything! So, let me tell you why you should be traveling with your mom for all your’ children’ out there.  And quite frankly, the distance and destination don’t matter. It’s all about the journey together.

She is your biggest supporter. We’ve been there through thick and thin with you.  We’ve shared your triumphs and defeats. We’ve taken your anger and shared your joy.  As a mom, all we want is to see you happy and share in it with you. What better way for mom to continue her support for you than to see you wonder and watch you flourish on vacation together.  This takes me back to watching my youngest master windsurfing while in the Dominican Republic.

You’ll learn new things about her.
Maybe mom can dance or maybe not, but you’ll have fun finding out. I chuckle at the memories of myself and my daughter taking Salsa lessons in Costa Maya. Traveling with mom lets, you see your mom with her “hair down.” Being away one-on-one lets you see your mom as a person and not just as a mom.  We often forget that our moms were humans just like us before they took on that title and role of mom.  This means they have stories to share, and a trip makes a great time to discover her secrets.

She deserves to be pampered.  Remember, this is the woman who likely wiped your bottom for months. She has been spat on,  wet on, gone without food, and gone without sleep to make sure you were taken care of.  Mom has spent her whole life looking out for you.  Make your mom feel special beyond mother’s day.

You’ll have fun.  Your mom is up for adventure just like you. Or she may be willing to have her arm twisted to try new things with you. Flashbacks of bungy jumping with my son cross my mind.  And with so many great places and ways to travel, you can find options that allow you to both do things you like.

At the end of the day, or should I say trip, you will have made mom very happy, and you will have MEMORIES to last a lifetime.  Most of all, you shouldn’t take for granted the time you have with her, so start now.  Have a day out with mom or a weekend away or a vacation of a lifetime, but no matter which you choose, you should travel with mom while you can.


Lisa Rossmeissl is the owner of Boomerang Escapes, a home-based agency located in Old Bridge, New Jersey with agents in TN, MS, and WI. 

She has been a professional travel consultant since 2008 and specializes in Australia and the South Pacific. Australia, New Zealand, Tahiti, Fiji, and Cook Islands are among the specialist certificates she holds.  Her agency’s focus is on creating custom itineraries with their client’s wants, desires, and budgets in mind.  She and her planners believe in getting to know the traveler to ensure they have a vacation to remember.  With each planner specializing in a different market area, Boomerang Escapes can offer a wide variety of leisure vacation planning.

Lisa RossmeisslReasons to Travel with Mom
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How Many Summers Do You Have Left?

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No summers left for me. My kids have left the nest. The years went by so much faster than I ever imagined they would.  Yet I remember all the special summers and things we did. Things seemed slower then. I particularly remember what was probably our largest summer trip. I spent a year planning it.  The kids were only toddlers, the three of them aged 2, 4, and 6 years.   I had planned a two-week driving trip in Germany and Austria for our little brood. It was the summer of 2002.  I can still see the shock on Cullen’s face when a goat decided to charge at him at the fence, the wide-open mouth of my youngest as she came down the rodelbahn with her dad and the look of astonishment on my oldest daughter when we slept in a castle just like the princesses in her fairy tales.  It was an incredible experience in so many ways.  We continued to have summer trips, some small, some large, some abroad, and some in our own backyard throughout the years. Truly moments I will forever cherish.

So how many summers do you have left?  How many summers have you taken that vacation?  There are many reasons why you should not skip it.  It doesn’t have to be far away or grand either to receive the gifts you get when you take time to vacation with your children before they are on their own.  Here is a list of my top reasons to take that summer vacation with your kids before their 18 summers are gone.

Discover Something New- You don’t have to go far to try new things or even learn new things.  I remember one summer with the kids where we actually were home, and I took boxes from the move and turned them into a make-believe airplane and suitcases. With help from books from the library, we traveled the world that summer in our very own backyard.

Appreciate The Ordinary- Something as simple as lying on your back looking up at the stars can so easily be achieved with a quick weekend camping trip.  I remember several of ours that took us to Arkansas and to Kentucky areas not far out of Memphis, where we were living at the time.  Nothing truly beats sitting by a fire with a marshmallow on the end of a stick.

Get Fully Submerged-When your adventure takes you away, get involved with the culture of the area. Join in a ritual or a dance. Learn some of the languages. Eat the foods they eat. Mingle with the locals. You and your children will be richer for it.

Be Silly-We are so serious when we are in our day-to-day. Work, school, and life’s mishaps. Vacations are the perfect time to let the laughs happen.  And even better, catch it on film and in pictures.   I can’t tell you how many photos we’ve gone back over to laugh at a moment in time.

Time is ticking. Summer is coming. Where will your vacations take you before your 18 are gone?


Lisa Rossmeissl is the owner of Boomerang Escapes, a home-based agency located in Old Bridge, New Jersey with agents in TN, MS, and WI. 

She has been a professional travel consultant since 2008 and specializes in Australia and the South Pacific. Australia, New Zealand, Tahiti, Fiji, and Cook Islands are among the specialist certificates she holds.  Her agency’s focus is on creating custom itineraries with their client’s wants, desires, and budgets in mind.  She and her planners believe in getting to know the traveler to ensure they have a vacation to remember.  With each planner specializing in a different market area, Boomerang Escapes can offer a wide variety of leisure vacation planning.

Lisa RossmeisslHow Many Summers Do You Have Left?
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