Family group vacation in the Dominican Republic — Wrangling a big group of humans?
Not exactly easy!
**But here’s the truth: it’s worth it.** There’s something truly magical about gathering your whole family—or a close group of friends—under one roof for holiday. Shared laughter, memories, and experiences that last a lifetime—you won’t regret making this a priority! But don’t make yourself the help desk of what should be a vacation.

Megan Vatnsdal wedding planner and travel advisor

As a professional wedding planner and luxury travel advisor, I’ve spent years mastering the art of managing people, details, and logistics. I like to think of myself as a professional human wrangler—and trust me, it comes in handy when planning group getaways. 😉

Why You Shouldn’t Go It Alone

Planning a group vacation without help can quickly become overwhelming. Flight schedules, villa availability, grocery shopping, activity planning—it all adds up. That’s where we come in. Our team specializes in stress-free vacation planning so you can show up, relax, and enjoy the experience.

Tangible Tips for a Seamless Group Getaway

How do I pick the right villa for a big group? Not all villas are created equal. We evaluate layouts, amenities, and proximity to beaches or attractions to match your group’s needs. Multiple options? We’ll quote several Caribbean villas so you can compare without lifting a finger. When planning a group getaway:

Consider bedroom and bathroom counts for everyone’s comfort.
Look for common spaces like living rooms, dining areas, and pools — and think about practical features, like a private exit from the master bedroom if you plan to step out early without disturbing the group.
Evaluate access to beaches, restaurants, or activities. Do you need a rental car to be dropped off? Golf carts pre-ordered

How do I plan meals for everyone? Grocery lists, dietary restrictions, and portion planning can be daunting. We curate and arrange shopping so your villa is stocked and ready before you arrive—no last-minute trips to the store. We’ll even help arrange a private chef ahead of time!

How can I coordinate flights and transfers? Managing airport pickups and connecting flights for multiple people is tricky. We handle all the details, including arrival documents, recommended routing, and personalized travel advice.

What activities will work for a large group? From private boat tours to curated excursions, we plan activities that fit everyone’s interests and schedule—without conflicts or headaches.

How do I manage different personalities and preferences? A successful group trip balances everyone’s needs. We act as the “ring leader,” keeping the itinerary smooth while ensuring everyone feels heard.

What if something goes wrong on vacation? Unexpected changes happen. We’re available to troubleshoot and adjust plans so your getaway stays seamless, letting you focus on creating memories.

No prepping endless meals. No marathon cleaning sessions. Just turquoise waters, swaying palms, and your loved ones in a private Caribbean villa—all planned and executed perfectly by our team.

Whether it’s a romantic retreat or a lively group getaway, we ensure your villa experience is seamless, personalized, and unforgettable. Don’t try to do it alone—our expertise in luxury villa rentals and Caribbean group travel makes all the difference.

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