Caribbean trip planner
Create a fully customized
day-by-day itinerary for free
Although powdery white beaches, turquoise seas, and swaying palm trees remain a common scene across the Caribbean, the region boasts tremendous cultural diversity across its numerous island nations. Great Britain, France, Spain, and the Netherlands all left their mark as colonial powers, but the Caribbean also possesses cultures all its own. You'll find it in the patois dialects, spicy and tangy foods, and energetic rhythms of its various musical styles. Islands alternate between bustling and sleepy, with a short boat ride often separating two distinct atmospheres. While many visitors spend their Caribbean vacation at an all-inclusive resort, there's also much to recommend the region to independent travelers. The scuba diving and fishing are world-class, mountainous national parks serve up challenging hikes rewarded by sea views, and small colonial towns welcome those looking for a break from sand and sea. But if it's postcard-worthy beaches you're after, it's hard to go wrong with almost any destination you choose.
Create a full itinerary — for free!
Plan your trip to Caribbean
Get a personalized planA complete day-by-day itinerary
based on your preferences
Customize itRefine your plan. We'll find the
best routes and schedules
Book itChoose from the best hotels
and activities. Up to 50% off
Manage itEverything in one place.
Everyone on the same page.
Top Caribbean tours
Nassau Food Tasting and Cultural Walking Tour BOOK WITH VIATOR FROM $77
Duration: 3 hours
Nassau Rum and Food Walking Tour BOOK WITH VIATOR FROM $82
Duration: 2 hours 30 minutes
El Yunque Rainforest and Luquillo Beach BOOK WITH VIATOR FROM $86
Duration: 7 hours
Places to visit in Caribbean
Popular things to do in Caribbean
Kid-friendly things to do in Caribbean
See all ›
See all ›
Hidden gems in Caribbean
See all ›
Recently planned trips to Caribbean
13 days in Aruba & Curacao BY A USER FROM BRAZIL December, popular sights Preferences: December Attraction style: Popular sights Pace: Medium 10 days in Curitiba & Curacao BY A USER FROM BRAZIL March, popular sights Preferences: March Attraction style: Popular sights Pace: Medium 7 days in Cayman Islands BY A USER FROM CAYMAN ISLANDS June, popular sights Preferences: June Attraction style: Popular sights Pace: Medium 58 days in Europe, Caribbean, Africa & Asia BY A USER FROM NETHERLANDS February, culture, historic sites, museums, wildlife, popular sights Preferences: February, culture, historic sites, museums, wildlife Attraction style: Popular sights Pace: Medium 8 days in Aruba BY A USER FROM UNITED KINGDOM July, popular sights Preferences: July Attraction style: Popular sights Pace: Medium 18 days in Portugal & Port of Spain BY A USER FROM SOUTH KOREA July, slow & easy, popular & hidden gems Preferences: July Attraction style: Popular & hidden gems Pace: Slow & easy