Cuba trip planner

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

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

Cuba

Trip Planner Caribbean  /  Cuba
The largest island in the Caribbean, Cuba lies just 140 km (90 mi) south of Florida and captivates a growing number of Western visitors with its tropical landscapes and cultural attractions. Sightseeing in Cuba inevitably begins in Havana, a city of photogenic architecture, lively nightlife, and a passion for baseball. The country's smaller colonial towns usually feature central squares, ideal places to meet the locals under wrought-iron street lamps. Savvy visitors escape the cities during their Cuba holidays, devoting plenty of time to the country's charming countryside, where you can get the feel for this diverse land by conversing with friendly tobacco farmers and small-scale fruit producers. Explore the family-friendly attractions of Cuba and add them to your vacation plans using our Cuba trip planner.
Read the Cuba Holiday Planning Guide
Create a full itinerary — for free!

Plan your trip to Cuba

  • 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 Cuba

Where to stay in Cuba

Browse hotels, guesthouses, and unique homes and book your stay on the world's leading accommodation sites.
Live like a local, find unique places to stay
Millions of travel reviews on TripAdvisor

Recently planned trips to Cuba

18 days in Cuba BY A USER FROM UNITED KINGDOM August, popular PREFERENCES: August ATTRACTION STYLE: Popular PACE: Medium 2 days in Cayo Largo BY A USER FROM CROATIA March, relaxing, popular PREFERENCES: March, relaxing ATTRACTION STYLE: Popular PACE: Medium 31 days in Caribbean BY A USER FROM UNITED STATES January, popular & hidden gems PREFERENCES: January ATTRACTION STYLE: Popular & hidden gems PACE: Medium 3 days in Sancti Spiritus BY A USER FROM AUSTRALIA March, slow & easy, popular PREFERENCES: March ATTRACTION STYLE: Popular PACE: Slow & easy 10 days in Cuba BY A USER FROM UNITED KINGDOM September, popular PREFERENCES: September ATTRACTION STYLE: Popular PACE: Medium 6 days in Cuba BY A USER FROM UNITED KINGDOM September, popular PREFERENCES: September ATTRACTION STYLE: Popular PACE: Medium 18 days in Cuba BY A USER FROM DENMARK March, culture, outdoors, relaxing, romantic, beaches, historic sites, popular & hidden gems PREFERENCES: March, culture, outdoors, relaxing, romantic, beaches, historic sites ATTRACTION STYLE: Popular & hidden gems PACE: Medium 16 days in Cuba BY A USER FROM UNITED KINGDOM July, culture, outdoors, beaches, historic sites, wildlife, popular & hidden gems PREFERENCES: July, culture, outdoors, beaches, historic sites, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 19 days in Cuba BY A USER FROM GREECE April, culture, outdoors, wildlife, popular PREFERENCES: April, culture, outdoors, wildlife ATTRACTION STYLE: Popular PACE: Medium 9 days in Havana BY A USER FROM GREECE March, culture, outdoors, historic sites, wildlife, popular PREFERENCES: March, culture, outdoors, historic sites, wildlife ATTRACTION STYLE: Popular PACE: Medium 9 days in Havana BY A USER FROM GREECE March, culture, outdoors, historic sites, wildlife, popular PREFERENCES: March, culture, outdoors, historic sites, wildlife ATTRACTION STYLE: Popular PACE: Medium 12 days in Cuba BY A USER FROM GREECE March, culture, outdoors, historic sites, wildlife, popular PREFERENCES: March, culture, outdoors, historic sites, wildlife ATTRACTION STYLE: Popular PACE: Medium
View more plans