Plan the Ultimate Family Reunion on St. John, USVI

My Incredible Vacation
May 19
2 min read

Updated: May 20

Welcome to Paradise

Planning a family reunion on a tropical island? Look no further than St. John, U.S. Virgin Islands—a Caribbean gem known for its turquoise waters, white-sand beaches, and laid-back charm. With two-thirds of the island protected as national parkland, St. John offers a perfect mix of nature, adventure, and comfort, making it an ideal spot for your next multigenerational vacation.

Where to Stay: Group-Friendly Vacation Rentals

When you’re traveling with a large group, space matters. Here are some top-rated VRBO rentals on St. John that cater to families and large gatherings:

Villa Cin Cin – Sleeps 20, Cruz Bay Luxury meets comfort with a pool, outdoor dining, and breathtaking views. https://www.vrbo.com/1303150
Villa Panache – Sleeps 16, Cruz Bay Stunning views with a private pool and back up generator. https://www.vrbo.com/3895746

Tip: Book early—large properties on St. John go fast, especially during peak seasons like summer and winter holidays.

Best Beaches for Families

You’ll find no shortage of postcard-worthy beaches on St. John, but here are some of the best for family groups:

Trunk Bay – Famous for its snorkeling trail and calm waters, with restrooms and lifeguards.
Maho Bay – Gentle waves and sea turtles make this a favorite for kids and grandparents alike. Food trucks and drinks available.
Honeymoon Beach – Accessible via a scenic hike or shuttle, with gear rentals and snack bars available.

Things to Do as a Group

There’s something for everyone on St. John—here are a few family-friendly favorites:

Catamaran Charters – Book a private half-day sail with snorkeling and drinks included.
Explore Virgin Islands National Park – Hike the Reef Bay Trail or visit the petroglyphs together.
Kayak & Paddleboard Rentals – Available at Maho Crossroads and Cinnamon Bay.
Private Chef Dinner at Your Villa – Many chefs offer local cuisine right in your rental.

Group-Friendly Restaurants

While some of the island’s restaurants are small, these spots welcome larger groups with reservations:

Morgan’s Mango – Caribbean-Latin fusion near Cruz Bay.
The Longboard – Casual atmosphere with fresh, shareable plates.
Extra Virgin Bistro – Upscale and farm-to-table, great for a special reunion dinner.
Lime Out – A floating taco bar accessible by boat (make a day of it!).

Planning Tips

Transportation: Rent 4WD vehicles for easier beach access and steep hills.
Groceries: Stock up at Starfish Market or order ahead through provisioning services.
Weather: June–August offers fewer crowds and lower rates, though it's warm and humid.
Cell & WiFi: Limited in some areas—download maps and restaurant menus in advance.

Ready to Start Planning?

Whether you're a beach bum, adventure seeker, or just want quality time with family, St. John delivers. Start by securing your vacation rental, then build your perfect itinerary with the ideas above. Your unforgettable family reunion awaits!

Explore more family reunion rentals here