Big life moments deserve more than a hotel block, they deserve a private villa that fits the way your group deserves to travel. Whether you’re reuniting generations, toasting a milestone birthday, or hosting a destination “I do,” the U.S. Virgin Islands delivers effortless luxury with room to breathe, gather, and celebrate. Vacation VI streamlines every moving piece, matching you to the right villa, coordinating arrivals and transfers, stocking the kitchen, securing chefs and boats, and helping you build an itinerary that works for kids, grandparents, friends, and couples alike. The result: seamless, stress-free days in a stunning setting, so you can focus on memories, not logistics.
Why plan your next group getaway in the U.S. Virgin Islands?
Because the U.S. Virgin Islands delivers the rare combination of postcard-perfect beaches, direct flight access, and a deep reserve of private villas built for groups. Whether you’re wrangling a family reunion, leveling up a milestone birthday, or orchestrating a wedding week, you want one thing above all: seamless, stress-free logistics with luxury baked in. Vacation VI specializes in exactly that, matching your group with the right homes, coordinating arrivals, and stacking an itinerary that works for everyone from toddlers to grandparents to your most adventurous friend.
What Our Concierge Can Do For You
With Vacation VI, your concierge can:
- Arrange private airport transfers and coordinate multiple arrival times.
- Stock kitchens before you land and schedule private chefs or catered dinners.
- Lock in boat days, snorkel trips, and sunset sails suited to all ages.
- Book restaurant reservations and spa services.
- Map day-by-day itineraries so no one is left out or overwhelmed.
You bring the people; we streamline everything else.
How do you pick the right villa for a family reunion?
Start with three filters: sleeping capacity, kid-friendly layout, and location close to beaches and easy excursions. Then decide if a single large home or a cluster of neighboring villas serves your needs better. Shared common areas are essential for reconnection; second living rooms, bunk rooms, and shaded outdoor spaces make downtime easy.
Family-perfect picks:
- A La Mer (St. John) – Sleeps 16 (14 adults + 2 children). This is a true reunion hub with generous communal space, water views, and room to gather without stepping on toes. Ideal for a multi-generation base where cousins can camp out together and grandparents have quiet suites.
- Tennis Villa & Cottage (St. John) – Sleeps 14. The on-site court keeps kids and teens busy between beach runs, and the cottage adds privacy for early-to-bed guests or new parents.
- Neighboring Villas, Shared Fun – Booking side-by-side homes keeps everyone close with built-in flexibility. Consider Virgin Grande Estates, Peter Bay, or Great Cruz Bay on St. John. In Peter Bay, a strong pairing is Seacove (sleeps 10) and Delfina (sleeps 14), steps apart, upscale, and perfect for splitting by family branch.
Why this works for reunions:
You avoid the “too many hotel rooms, not enough hangout space” problem. A single or paired villa setup means backyard cookouts, movie nights, and lazy breakfasts actually happen, without rounding up people from four floors of a resort. And when arrival days scatter across a weekend, the Vacation VI concierge keeps transportation and provisioning synchronized so the momentum never stalls.
Hosting a milestone birthday?
Your job: pick the vibe, intimate, splashy, or blow-out. Our job: handle the rest. For 30th, 40th, 50th, or 80th birthdays, the formula is simple: a standout villa + one signature experience + thoughtful touches.
Services that turn a plan into a party:
- Personalized trip planning aligned to group size, pace, and interests.
- Coordinated airport transfers landing within a tight window, so the party starts together.
- Concierge-booked dining and experiences, from chef’s tables to beach cookouts.
- Surprise touches like birthday cake deliveries, private mixology classes, or a musician at sunset.
Birthday-ready villas:
- Tre Vista Estate (St. John) – Boutique feel for a smaller, more intimate celebration with your closest friends. Think elevated dinners on the terrace and relaxed days by the pool.
- Outrigger (St. Thomas) – Sleeps 12 with panoramic Caribbean views, great home base for a celebratory boat day to neighboring cays and a night out in Charlotte Amalie.
- Carlota (St. John) – Ultra-luxury setting with refined finishes and sweeping views, perfect when the brief is “elegant but fun.”
How do you simplify a destination wedding week?
Treat accommodations and transit like part of the event design. Smooth logistics keep the love story center stage. Vacation VI can coordinate RSVPs into rooming lists, align flight arrivals with shuttle runs, schedule vendor access to the villa, and manage guest communications with clear “where to be and when” details.
Wedding-worthy estates for large groups:
- The Last Resort – Accommodates up to ~55 guests for event capacity (ask the team for exact configuration and event guidelines).
- Kalorama – 45 event guests (capacity varies by setup; confirm current details with Vacation VI).
- Sand Dollar Estate – Up to 65 event guests, a marquee option known for views and generous entertaining spaces.
Pro tip: Event capacities and noise policies vary by property and island. Our team confirms headcounts, vendor access windows, and any permit needs before you send a single invitation. That’s how you avoid last-minute pivots.
Is one big villa better, or should you book neighboring homes?
It depends on your group dynamics. Use this quick decision matrix:
- One Big Villa if your group is tight-knit, wakes/sleeps roughly the same hours, and values big shared meals. This shines for family reunions or intimate birthday trips.
- Neighboring Villas if you want built-in quiet zones, multiple kitchens, and flexibility for different routines (early risers vs. night owls, families with nap schedules). This is ideal for weddings or multi-branch families. Strong clusters exist in Virgin Grande Estates, Peter Bay, and Great Cruz Bay.
Either way, you’ll get unified logistics. We can arrange shared provisioning, rotating chef nights, and group excursions that pick up from each driveway.
How do you plan activities that fit families, friends, and couples, without overscheduling?
Anchor the week with two signature experiences and keep the rest modular. That gives planners a framework and frees guests to choose their own pace.
No-fail anchors by group type:
- Families: Half-day boat charter with snorkel stops + casual beach cookout.
- Friends: Full-day sail to off-shore cays + chef-driven dinner at the villa.
- Couples: Private sunset sail + couples’ massage arranged in-villa.
Flexible add-ons everyone loves:
- Reef-safe snorkeling, paddleboards, and kayaks delivered to the villa.
- Island history tours or scenic hikes (Reef Bay Trail is a favorite on St. John).
- Restaurant nights ranging from barefoot-beach casual to white-tablecloth.
With Vacation VI, your concierge can help sequence an itinerary to help keep extroverts busy while letting chill-seekers actually… chill.
What should you know about transportation?
The key is timing. Flights funnel into STT (Cyril E. King Airport, St. Thomas), with easy transfers to St. Thomas villas or onward ferry service to St. John. We’ll coordinate:
- Meet-and-greet at the airport and luggage handling.
- Private vans sized to your party and timed to arrivals.
- Ferry schedules for St. John connections, with tickets arranged.
- Rental vehicles or drivers on call, depending on your comfort with island driving.
- Pre-arrival provisioning so snacks, drinks, and breakfast staples are already waiting.
For larger celebrations, we’ll build a lightweight transportation plan, who goes where, when, so nobody is guessing or waiting.
How do you keep multiple generations happy?
It’s about space planning and pacing:
- Sleeping arrangements: Put light sleepers furthest from social spaces. Bunk rooms or twin setups keep cousins together and flexible.
- Shade + seating: Ensure ample covered outdoor seating and a quiet indoor lounge; grandparents and infants will use these all week.
- Meal cadence: Alternate chef nights, casual grill evenings, and one or two restaurant nights. This balances budget with experience.
- Kid-forward hours: Reserve the earliest dinner slots and stack beach time in the morning when the sun is softer.
Villa matches by need:
- Sports & activity on site: Tennis Villa & Cottage delivers built-in energy outlets.
- Big shared meals + lawn space: A La Mer is prime for multi-table outdoor dinners.
- Split-house privacy: Seacove + Delfina give grandparents a peaceful retreat while the main crew keeps the buzz going next door.
What about couples who want romance inside a group trip?
Easy: give them micro-moments and smart room assignments.
- Suite selection: Place couples in king suites with private terraces when possible (Carlota shines here).
- Couples add-ons: Schedule a two-hour window for in-villa massages while the rest of the group is at the beach, or a private sunset sail for two on a non-group night.
- Quiet corners: Ensure the home has nooks, a hammock garden, a secondary patio, a perch with a view, so couples can slip away without leaving the property.
How do budgets pencil out for group villas vs. resorts?
When you divide a multi-bedroom villa by bedroom or by head, villas routinely beat comparable luxury resorts, especially when you factor in kitchen access, private amenities, and fewer restaurant meals. Add the convenience of everyone under one roof and the value proposition gets obvious.
Cost-savvy moves:
- Shop shoulder seasons for better rates and quieter beaches.
- Mix chef nights and cook-ins to reduce dining costs without sacrificing quality.
- Use neighboring villas to scale up capacity without jumping to mega-estate pricing.
When should you book?
For peak periods and larger estates, the earlier the better. Aim for 9–12 months out for weddings, holidays, and summer reunions. Sequence your planning like this:
- Lock the villa(s) based on your headcount + event vision.
- Hold key vendors (chef, planner, photographer, boat charters).
- Coordinate arrivals and set a draft itinerary.
- Send guest info (packing tips, ferry notes, addresses, and transport schedule).
- Confirm final numbers and special requests 30 days out.
Vacation VI keeps the master checklist so your planning doesn’t sprawl.
Which villas should be on your shortlist right now?
- A La Mer (St. John) – Sleeps 16 (14 adults + 2 children). Reunion-ready with serious entertaining space.
- Tennis Villa & Cottage (St. John) – Sleeps 14. Active families, this is your lane.
- Seacove (Peter Bay, St. John) – Sleeps 10. Pair with Delfina for larger groups.
- Delfina (Peter Bay, St. John) – Sleeps 14. Luxe finishes, prime location.
- Tre Vista Estate (St. John) – Intimate, design-forward, great for close-friends birthdays.
- Outrigger (St. Thomas) – Sleeps 12. Big views, easy access to dining and nightlife.
- Carlota (St. John) – Ultra-luxury for guests who want top-tier everything.
- The Last Resort – Approx. 55-guest capacity; strong for wedding weeks (confirm event specs).
- Kalorama – Approx. 45-guest capacity; request latest capacity and event policy.
- Sand Dollar Estate – Approx. 65-guest capacity and marquee entertaining spaces.
Not sure which fits? Give us your headcount, vibe, and dates, Vacation VI will propose a tailored short list with real availability.
What’s the smartest way to structure your days?
Use a three-block day: active mornings, relaxed afternoons, elevated evenings.
- Morning: Explore, snorkel, hike, boat, or hit a calm beach.
- Afternoon: Return to the villa, pool time, naps, shade.
- Evening: Rotate dinners, chef at home, group reservation in town, casual grill night.
This cadence respects sun and stamina, keeps logistics tidy, and makes room for spontaneous fun.
How does Vacation VI remove the stress from planning?
- Property matchmaking: We listen first, then recommend homes that actually fit your group’s sleep pattern, mobility needs, and celebration goals.
- Single itinerary owner: Your concierge coordinates transport, provisioning, chef nights, boats, spa, and dining.
- On-island support: If weather shifts or flights delay, we adjust plans and keep the week running.
- Transparent details: Clear event policies, capacity confirmations, and payment timelines, no last-minute surprises.
Ready to turn a life event into a lifetime memory?
Big moments deserve better than a string of browser tabs and guesswork. With the right villa and a tight plan, your family reunion becomes easy, your milestone birthday feels curated (not chaotic), and your wedding week flows from “yes” to “I do” without friction.
Let Vacation VI do the heavy lifting. Tell us your dates, headcount, and the occasion. We’ll match you with standout villas, A La Mer, Tennis Villa & Cottage, Seacove and Delfina in Peter Bay, Tre Vista Estate, Outrigger, Carlota, and event-forward estates like The Last Resort, Kalorama, and Sand Dollar Estate, and we’ll build the concierge plan that brings it all together.
Book your next stay in the Virgin Islands with Vacation VI and arrive for a week that’s already working, for families, friends, and couples who want luxury without the logistics. Your only job? Make memories.
