Caribbean Family Vacations | Ciao Bambino!

A vacation in the Caribbean is a kaleidoscope of kid-friendly sun and sand, gentle breezes, lush landscapes and welcoming people. While some of the islands are ultra-popular, like the Bahamas, Jamaica, Puerto Rico and the British Virgin Islands, there are also more intimate resort destinations like Anguilla, the Cayman Islands and Turks & Caicos. Children love swimming, snorkeling and building sand castles, and the Caribbean is the best place to go for laid-back tropical fun. Families can also find plenty of chances to hike, sail, fish and explore picturesque sites like lagoons and waterfalls if you are looking for more active adventures. Kid-friendly hotels in the Caribbean come in many sizes, from grand oceanfront properties to intimate full-service villas, catering to whatever fits your needs.

Travel Planning

Experience the Best of the Caribbean with Kids

Let Ciao Bambino! Plan Your Dream Trip

Our expert Family Travel Advisors are passionate about exploring the world with children — and empowering you to do the same. From handpicked accommodations to insider experiences, we can craft a custom vacation that’s uniquely suited to your family’s needs. Click to get started!

Get Started
Our Happy Travelers
"We are back from Jamaica. Thank you for all you did to make our trip happen. We all agree the experience goes down as one of the best vacations ever. We all want an encore. Once again, thank you for your support. We look forward to working with you again."

–Mathurin Family Caribbean Trip

"Everything was perfect! The room set up was great. We all enjoyed ourselves. We can’t wait to plan for next year! Thank you again!"

–Rembert Family Cruise

"We had an amazing time! You nailed it on the activities and lodgings. All the tour/activities were great! All the drivers were professional, friendly, courteous, safe, knowledgeable about the areas we were traveling through, and showed us things along the way. Thank you so much for arranging this fantastic family dream vacation for us!"

–Ting Family Trip

"We have only good things to say about our entire trip and the planning process. You are a dream to work with! I especially appreciated how you narrowed down my options for each decision, so I wouldn't be overwhelmed. I haven't worked with a travel agent before, but you really surpassed my expectations. We will call you first the next time we travel!"

–Caldeira Family Trip

"We had a fantastic trip. So many thanks for your help in putting this together."

–Lange Family Trip


Family-Friendly Hotels in the Caribbean

View All

Half Moon »

Half Moon P.O. Box 80, Rose Hall

Grace Bay Club »

1 Grace Bay Circle Road, Providenciales

CuisinArt Resort and Spa »

Rendezvous Bay Anguilla, British West Indies

The Ritz-Carlton, Grand Cayman »

West Bay Road, Seven Mile Beach, Grand Cayman

The Somerset »

Princess Drive, Grace Bay

Sandy Lane »

St. James, West Indies  

Rosewood Little Dix Bay »

Lee Road, The Valley, VG 1150 Spanish Town

Seven Stars »

Grace Bay Road, Providenciales

Round Hill Hotel and Villas »

John Pringle Drive, Montego Bay

Eden Roc Cap Cana »

Cap Cana, Juanillo

Four Seasons Resort Nevis »

Pinney's Beach, Charlestown

Sugar Beach, A Viceroy Resort »

Val Des Pitons Forbidden Beach, La Baie de Silence

Le Guanahani »

Anse de Grand Cul de Sac, St. Barthelemy

Montego Bay, Jamaica
Great for ages: Multi-Generational
Providenciales, Turks and Caicos
Great for ages: Multi-Generational
Anguilla, British West Indies
Great for ages: 0-12
Seven Mile Beach, Grand Cayman
Great for ages: Multi-Generational
Grace Bay, Turks & Caicos Islands
Great for ages: Multi-Generational
Holetown, Barbados
Great for ages: Multi-Generational
Spanish Town, British Virgin Islands
Great for ages: Multi-Generational
Providenciales, Turks and Caicos
Great for ages: Multi-Generational
Montego Bay, Jamaica
Great for ages: Multi-Generational
Montego Bay, Jamaica
Great for ages: Multi-Generational
Punta Cana, Dominican Republic
Great for ages: Multi-Generational
Marigot Bay, St. Lucia
Great for ages: Multi-Generational
Charlestown, St. Kitts & Nevis
Great for ages: Multi-Generational
La Baie de Silence, St. Lucia
Great for ages: Multi-Generational
Gustavia, St Barthélemy
Great for ages: Multi-Generational

Build a Lifetime of Memories

View All
Anguilla Family Vacations
Antigua Family Vacations
Bahamas Family Vacations
Barbados Family Vacations
British Virgin Islands Family Vacations
Cayman Islands Family Vacations
Cuba Family Vacations
Havana Family Vacations
Dominica Family Vacations
Dominican Republic Family Vacations
Jamaica Family Vacations
Nevis Family Vacations
Puerto Rico Family Vacations
San Juan Family Vacations
St. Lucia Family Vacations
Turks and Caicos Family Vacations
U.S. Virgin Islands Family Vacations

Family-Friendly Vacation Ideas


Immersive Family Activities Around the World

View All
Family Beach Vacations
For Single Parents
Large & Small Ship Cruise
Vacations for Families
Multigenerational Trips
Nature & Wildlife Trips for Families
Service Trips & Volunteerism for Families
Special Needs
Vacations with Babies & Toddlers
Vacations with School-Age Children
Vacations with Tweens & Teens

Get the latest family travel news, exclusive deals & more!

Sign up for our newsletter and you’ll be the first to know about special promotions, perks, tips and hot destinations.

  • This field is for validation purposes and should be left unchanged.

Sign In

Want to save all the great intel and tips you are finding on Ciao Bambino? My Trip Planner allows you to bookmark articles, family-friendly hotel reviews, and family vacation packages. Simply click the heart icon on anything you want to save. Site registration is required to get started. Happy planning!

Create an Account

Please fillout the form below to create your free My Trip Planner account.