Cuba trip planner

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

Trip 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

Recently planned trips to Cuba

46 days in United States, Cuba & Toronto BY A USER FROM LATVIA July, popular PREFERENCES: July ATTRACTION STYLE: Popular PACE: Medium 13 days in Havana & Argentina BY A USER FROM ARGENTINA March, popular PREFERENCES: March ATTRACTION STYLE: Popular PACE: Medium 60 days in South America, Caribbean, Europe, Middle East & Asia BY A USER FROM AUSTRALIA July, popular PREFERENCES: July ATTRACTION STYLE: Popular PACE: Medium 20 days in Cuba BY A USER FROM IRELAND December, outdoors, beaches, fast-paced, popular PREFERENCES: December, outdoors, beaches ATTRACTION STYLE: Popular PACE: Fast-paced 16 days in San Francisco & Cuba BY A USER FROM AUSTRALIA January, culture, outdoors, beaches, historic sites, popular & hidden gems PREFERENCES: January, culture, outdoors, beaches, historic sites ATTRACTION STYLE: Popular & hidden gems PACE: Medium 13 days in Cuba BY A USER FROM AUSTRALIA January, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: January, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 1 day in Santa Clara BY A USER FROM SWEDEN December, popular PREFERENCES: December ATTRACTION STYLE: Popular PACE: Medium 10 days in Santiago de Cuba, Trinidad & Havana BY A USER FROM ISRAEL January, culture, outdoors, historic sites, wildlife, hidden gems PREFERENCES: January, culture, outdoors, historic sites, wildlife ATTRACTION STYLE: Hidden gems PACE: Medium 9 days in Cuba BY A USER FROM HONG KONG December, culture, outdoors, historic sites, museums, popular PREFERENCES: December, culture, outdoors, historic sites, museums ATTRACTION STYLE: Popular PACE: Medium 9 days in Cuba BY A USER FROM ISRAEL January, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife, popular PREFERENCES: January, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular PACE: Medium 17 days in Cuba BY A USER FROM IRELAND December, outdoors, relaxing, romantic, beaches, popular PREFERENCES: December, outdoors, relaxing, romantic, beaches ATTRACTION STYLE: Popular PACE: Medium 14 days in Cuba BY A USER FROM IRELAND December, outdoors, relaxing, romantic, beaches, popular PREFERENCES: December, outdoors, relaxing, romantic, beaches ATTRACTION STYLE: Popular PACE: Medium
View more plans