The Most Stylish Caribbean Family Vacations in 2024

We’re already on island time.

Palm Heights in Grand Cayman

Our meticulously curated list showcases the crème de la crème of accommodations in the Caribbean for your next family vacation. An island-style Daniel Bolud restaurant? Yes. Complimentary kids clubs? Private pools? Playground on premises? Kid-friendly Bohemian design? Check. Check. Check. We’ve hand-selected the best hotels in the Caribbean for stylish families seeking kid-friendly accommodations.


Barbados Hotels

Cobblers Cove pool

Cobblers Cove

Experience the epitome of luxury at Cobblers Cove in Barbados. Nestled on the island's platinum west coast, this elegant retreat offers families a harmonious blend of Caribbean charm and sophisticated comfort. From the moment you arrive, you'll be enveloped in the tranquil ambiance of this exclusive hideaway.

Indulge in spacious suites adorned with traditional Bajan décor and modern amenities, ensuring a comfortable and stylish stay for the whole family. Delight your taste buds with gourmet dining experiences featuring fresh local ingredients and international flavors. Whether lounging by the sparkling pool, strolling along the pristine beach, or partaking in water sports and cultural excursions, Cobblers Cove promises an unforgettable Caribbean escape for families seeking luxury and relaxation. (From $799)

Cobblers Cove also appeared in our Discerning Guide to All-Inclusive Resorts for Families post.

Turks and Caicos Hotels

Amanyara’s private beach

Amanyara

The resort features an on-site Nature Discovery Centre offering environmental programs for all ages, centered around the exploration and conservation of native wildlife. For kids, there are activities such as yoga, ball games, sailing (for those over 12 years old), and swim camps. Additionally, there is a playground and splash pool on the premises. The resort's restaurants serve Caribbean cuisine with hints of Eastern flavors and are exclusively open to guests. Family villas are also available for accommodation. (from $2,000)

Amanyara also appeared in our Chic Family Getaways post.

The Shore Club

The hotel has four pools and is conveniently located near Providenciales, the capital city and home to the airport. Despite its size, it maintains a boutique atmosphere. Guests can enjoy the complimentary kids club, Jungle Jam, designed for children aged 4-12. (from $650)

COMO Parrot Bay

COMO Parrot Cay

The resort features 70 rooms and includes a kids club called Play by COMO for children aged 4-12. It is situated on a private island, reachable by a 35-minute boat ride from Providenciales. Private pools are available, along with villas suitable for families. (from $1,000)

COMO Parrot Cay also appeared in our Chic Family Getaways post.

Jamaica Hotels

Round Hill Hotel and Villas

Round Hill Hotel and Villas

The kids club at Round Hill Hotel and Villas is named Pineapple Club and offers a variety of activities for children, including lawn games, jewelry making, nature walks, and dancing. The hotel, self-proclaimed as the "vacation place of the stars since 1953," is situated on a very elegant 110-acre peninsula. (from $680)

Skylark Negril Beach Resort

Skylark Negril Beach Resort

Skylark Negril Beach Resort in Jamaica is a boutique hotel with a vibrant and kid-friendly restaurant. It's conveniently located steps away from the beachfront, featuring calm waters ideal for children. While the resort doesn't have a kids club, its fun bohemian decor appeals to children while still catering to parents' more sophisticated tastes. (from $180)

Bahamas Hotels

Rosewood Baha Mar

Situated on Nassau's Cable Beach, Rosewood Baha Mar features five restaurants, including Cafe Bolud by Chef Daniel Bolud, as well as a toes-in-the-sand cafe. Golfers will love the resort’s Jack Nicklaus-designed golf course and contemporary beach cottage interiors.The Rosewood Explorers Club offers an abundance of activities for children within the resort. (from $900)

The Ocean Club’s family lagoon pool

The Ocean Club

The resort provides a lavish setting for a family vacation, with Versailles-inspired lawns and gardens against the island's white-sand beach. At the resort, families have the opportunity to plan special family-friendly excursions around the island. The complimentary children’s programs, inspired by the treasures of the Bahamas and designed for ages 4-12. (from $1,600)

Saint Lucia Hotels

Pool house overlooking the beach at Sugar Beach St. Lucia.

Sugar Beach St. Lucia


The V Team Kids Club caters to children aged 4 to 12, providing fun adventures like boat trips to bat caves and tree planting activities. Teens and tweens can participate in the Spice Club, while diving enthusiasts can explore the resort's diving facility. The beachside resort pool is just steps away from the sandy shores. The Rainforest Spa features one-of-a-kind treatment rooms housed in treehouses elevated on stilts, with a bubbling river flowing through the spa area. (from $909)

Sugar Beach Resort also appeared in our Best All-Inclusive Resorts for Families post.

Cayman Islands Hotels

Palm Heights in Grand Cayman’s beachfront

Palm Heights

Palm Heights epitomizes the golden era of Caribbean elegance, offering a refreshing modern twist that celebrates the rich tapestry of regional culture, cuisine, wellness, innovation, and design. Situated along the pristine Seven Mile Beach, renowned for its powdery white sands, Palm Heights invites guests to indulge in exquisite dining experiences, chic interior design, and awe-inspiring vistas of the ocean from every suite. Its prime position on Seven Mile Beach is lauded for its idyllic beachfront setting and intimate ambiance, creating the perfect backdrop for relaxation and rejuvenation. With its eclectic blend of luxury and style, Palm Heights sets a new standard of perfection, appealing to discerning travelers and even captivating interior designers seeking their own slice of paradise. (From $799)

Palm Heights also appeared in our Chic Family Getaways post.

 
Next
Next

Tropical Vacation Style for Families