Your Group Trip, Without the Chaos.

As a group travel agency, we turn “who’s in charge of this?” into “that was the best trip we’ve ever taken.” From milestone birthdays to friendscations, retreats, and reunions—we plan elevated group getaways built around your vibe, not a template.

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A Group Travel Agency That Actually Gets It.

We handle the details. You just show up with your people—and your passport.

Who We Are

Vacationisms is a luxury group travel agency that plans unforgettable getaways for people who want more than just a block of hotel rooms and a group dinner.

Whether you’re celebrating a milestone birthday, reuniting your college crew, organizing a wellness retreat, or just trying to escape with your favorite humans, we design travel that feels personal, seamless, and a little bit spectacular.

As a full-service group travel agency, we match your group with the right destination, the right property, and the right experiences—then take care of everything behind the scenes. From booking flights and private transfers to securing suite upgrades and surprise touches, we make it look (and feel) effortless.

We work with groups of all sizes and vibes. Your job? Just show up.

As your go-to group travel agency, we’re here to make the entire experience seamless—from booking to beach day.

What We Solve

📍 Too Many Opinions, Not Enough Decisions
Everyone has an idea. We narrow it down to the best few that actually make sense—and make you look like a hero.

📅 Logistics That Get Out of Hand
Flights, transfers, excursions, RSVPs. We handle the moving parts so you can enjoy the trip, not manage it.

🧩 Different Budgets, Same Trip
We create options that work for your full group—without sacrificing comfort or cool factor.

📲 Planning Burnout
You shouldn’t be chasing down passport numbers or comparing 12 resorts at midnight. That’s our job. (And we’re very good at it.)

What Our Group Travel Agency Plans

There’s no one-size-fits-all itinerary for group travel—and that’s exactly the point. We build trips around your vibe, your people, and your priorities, so the memories actually stick (for the right reasons).

Milestone Birthdays + Big Celebrations

Turn 30, 40, 50—or any number that feels like a moment—somewhere epic. Think villa rentals, private dinners, and details that feel personal.

Friendscations + Reunions

From spring break 2.0 to girls’ trips with upgraded spa days, we’ll make sure the vibe is right, the rooms are together, and nobody gets stuck planning everything.

Wellness + Retreat Travel

Yoga retreats, digital detoxes, or just a soul-soothing escape with your inner circle. We’ll pair peaceful destinations with properties that elevate the experience.

Themed Trips + Hobby Travel

Pickleball tournaments, book club abroad, foodie-focused escapes, golf + spa hybrids—you name the theme, we’ll build the dream.

Multi-Stop + Bucket List Trips

Want to country-hop? Hit three islands in one week? Chase the northern lights and sip champagne in Iceland? Done, done, and done.

Pre-Wedding Getaways

Bachelor, bachelorette, or joint “last fling before the ring”—but elevated. We’ll plan the perfect pre-wedding escape with VIP perks, no-stress logistics, and zero regrets.

Not Sure Where You Fit? Let’s Talk.

We’ll help you figure out what kind of trip makes the most sense—and then make it happen.
Book Your Complimentary Consult →

What Our Clients Are Saying

Here’s what people are saying about working with our group travel agency.

Planning a birthday trip for 19 friends across three time zones should’ve been a nightmare—but Vacationisms made it fun. The resort was perfect, and I didn’t have to lift a finger.

Sasha B.

We hadn’t all been together since college, and this trip was everything. Gorgeous resort, a private chef experience, and somehow zero stress. Already talking about planning the next one with Vacationisms.

Dan R.

Our wellness retreat felt totally custom—down to the organic meals and sunrise yoga. The team at Vacationisms understood exactly what we wanted and made it easy to execute.

Maya T.

The Group Chat Is a Mess. Your Trip Doesn’t Have to Be.

We cut through the noise and make group travel simple—with a group travel agency that handles the details start to finish.
You bring the people. We’ll handle the rest. 

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See What’s Possible

Here’s a taste of the kinds of group trips we plan. From birthday bashes to yoga retreats and bucket-list escapes, each one is fully customized, beautifully coordinated, and stress-free for the person in charge (that’s you).

group travel agency

Tulum 40th Birthday Bash

4 nights | Oceanfront Villa
• Private chef + mixology night
• Rooftop dinner party + photo shoot
• Catamaran cruise + beach day

group travel agency

Costa Rica Wellness Retreat

6 nights | Jungle Eco-Lodge
• Sunrise yoga + sound bath
• Farm-to-table meals + spa rituals
• Waterfall hike + ziplining for the bold

family reunion travel agency 6

Paris Girls’ Getaway

5 nights | Boutique City Hotel
• Wine + pastry tour
• Private boat ride on the Seine
• Fashion showroom experience

group travel agency

Jamaica Pickleball Trip

4 nights | All-Inclusive Beach Resort
• Reserved court time + round-robin play
• Poolside cabanas + rum tasting
• Group spa day + beach bonfire dinner

family reunion travel agency 7

Cabo Bachelorette Trip

4 nights | All-Inclusive Resort
• Tequila tasting + beach games
• Suite upgrades + spa appointments
• Private dinner with decor + gifting

Iceland Bucket List Tour

6 nights | Multi-Stop Adventure
• Northern lights tour + glacier hike
• Blue Lagoon day pass
• Custom itinerary for 30 friends + spouses

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What We Charge—and What You Get

Group travel comes with a lot of moving parts. Flights. Transfers. Room preferences. Dietary quirks. Excursion drama.

We take care of all of it.

As a full-service group travel agency, we charge a flat planning fee based on your group size and travel goals. You’ll get custom options, curated experiences, and full support from proposal to wheels-up—without ever opening a spreadsheet or chasing down final payments.

Here’s how our services break down:

Group Travel Research & Design

Starting at $375
For groups of 10+ travelers

You’ll receive:

  • Three custom trip options, plus up to two adjusted versions

  • A personalized booking portal for your group

  • PDF and mobile itineraries for all travelers

  • Light coordination with on-site event or resort staff

Perfect for celebration trips, social getaways, retreats, and reunions.

Need Something a Little Bigger?

Planning a multi-week itinerary, multi-stop trip, or coordinating over 30 travelers? We’ve got you. Fees may vary based on complexity—but no surprises, no pressure.

Smarter Planning. Better Trips. Way Less Group Text Drama.

We make group travel easy—from your first idea to final check-in.
You show up. We’ll handle the rest.

Start Planning Your Group Trip

Ready to Plan a Group Trip Without the Chaos?

We’ll handle the planning, bookings, and logistics—so you can focus on the fun, not the follow-up.