West Indies trip planner

Create a fully customized
day-by-day itinerary for free

Itinerary Planner
+ Add destination
2 adults
Adults
- +
Teens
- +
Kids
- +
Close

Plan your trip to West Indies

  • Get a personalized plan

    A complete day-by-day itinerary
    based on your preferences
  • Customize it

    Refine your plan. We'll find the
    best routes and schedules
  • Book it

    Choose from the best hotels
    and activities. Up to 50% off
  • Manage it

    Everything in one place.
    Everyone on the same page.

Places to visit in West Indies

Where to stay in West Indies

Browse hotels, guesthouses, and unique homes and book your stay on the world's leading accommodation sites.
Millions of travel reviews on TripAdvisor
2 adults
Adults (12 +)
- +
teens
- +
Children (2-11)
- +
Close
Live like a local, find unique places to stay
2 adults
Adults (12 +)
- +
teens
- +
Children (2-11)
- +
Close

Recently planned trips to West Indies

15 days in Trinidad and Tobago BY A USER FROM UNITED STATES June, culture, outdoors, relaxing, beaches, historic sites, museums, wildlife, popular & hidden gems PREFERENCES: June, culture, outdoors, relaxing, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 17 days in St. Lucia & Cape Town BY A USER FROM UNITED STATES April, culture, outdoors, relaxing, beaches, historic sites, shopping, wildlife, popular PREFERENCES: April, culture, outdoors, relaxing, beaches, historic sites, shopping, wildlife ATTRACTION STYLE: Popular PACE: Medium 8 days in Tobago BY A USER FROM TRINIDAD AND TOBAGO July, teens, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, hidden gems PREFERENCES: July, teens, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Hidden gems PACE: Medium 13 days in Ocho Rios, Port Antonio & Negril BY A USER FROM BRAZIL October, culture, relaxing, beaches, historic sites, wildlife, slow & easy, hidden gems PREFERENCES: October, culture, relaxing, beaches, historic sites, wildlife ATTRACTION STYLE: Hidden gems PACE: Slow & easy 6 days in Tobago BY A USER FROM TRINIDAD AND TOBAGO June, teens, romantic, popular PREFERENCES: June, teens, romantic ATTRACTION STYLE: Popular PACE: Medium 6 days in Jamaica BY A USER FROM UNITED STATES July, culture, outdoors, relaxing, beaches, popular PREFERENCES: July, culture, outdoors, relaxing, beaches ATTRACTION STYLE: Popular PACE: Medium 5 days in Montserrat BY A USER FROM UNITED STATES June, outdoors, relaxing, beaches, wildlife, popular PREFERENCES: June, outdoors, relaxing, beaches, wildlife ATTRACTION STYLE: Popular PACE: Medium 19 days in Grenada BY A USER FROM UNITED STATES July, popular PREFERENCES: July ATTRACTION STYLE: Popular PACE: Medium 6 days in Negril BY A USER FROM CANADA August, popular PREFERENCES: August ATTRACTION STYLE: Popular PACE: Medium 12 days in Montego Bay BY A USER FROM NORWAY December, culture, outdoors, relaxing, beaches, popular PREFERENCES: December, culture, outdoors, relaxing, beaches ATTRACTION STYLE: Popular PACE: Medium 1 day in Port of Spain BY A USER FROM ROMANIA July, culture, relaxing, beaches, historic sites, museums, shopping, wildlife, popular PREFERENCES: July, culture, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular PACE: Medium 9 days in Jamaica BY A USER FROM UNITED STATES June, culture, outdoors, relaxing, romantic, beaches, wildlife, popular PREFERENCES: June, culture, outdoors, relaxing, romantic, beaches, wildlife ATTRACTION STYLE: Popular PACE: Medium
View more plans