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. Use our Cuba trip planner to plan your trip to Cuba and other destinations in Cuba.
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.

Plan in the cities

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

22 days in Cuba BY A USER FROM MALTA January, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, fast-paced, hidden gems PREFERENCES: January, culture, outdoors, relaxing, romantic, beaches, historic sites, museums ATTRACTION STYLE: Hidden gems PACE: Fast-paced 15 days in Mexico & Cuba BY A USER FROM VIETNAM February, culture, historic sites, museums, popular PREFERENCES: February, culture, historic sites, museums ATTRACTION STYLE: Popular PACE: Medium 3 days in Havana BY A USER FROM SRI LANKA November, teens, culture, historic sites, museums, shopping, fast-paced, popular PREFERENCES: November, teens, culture, historic sites, museums, shopping ATTRACTION STYLE: Popular PACE: Fast-paced 6 days in Havana BY A USER FROM UNITED STATES November, slow & easy, popular PREFERENCES: November ATTRACTION STYLE: Popular PACE: Slow & easy 21 days in Costa Rica, Cuba & Yucatan Peninsula BY A USER FROM MEXICO December, culture, outdoors, beaches, historic sites, wildlife, popular PREFERENCES: December, culture, outdoors, beaches, historic sites, wildlife ATTRACTION STYLE: Popular PACE: Medium 1 day in Playa Larga BY A USER FROM FRANCE November, popular PREFERENCES: November ATTRACTION STYLE: Popular PACE: Medium 9 days in Cuba BY A USER FROM JAMAICA November, popular PREFERENCES: November ATTRACTION STYLE: Popular PACE: Medium 4 days in Havana BY A USER FROM ROMANIA December, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular PREFERENCES: December, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular PACE: Medium 27 days in Central America, Mexico & Caribbean BY A USER FROM ROMANIA December, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular PREFERENCES: December, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular PACE: Medium 27 days in Central America, Mexico & Caribbean BY A USER FROM ROMANIA December, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular PREFERENCES: December, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular PACE: Medium 10 days in Cuba BY A USER FROM UNITED STATES November, outdoors, beaches, wildlife, hidden gems PREFERENCES: November, outdoors, beaches, wildlife ATTRACTION STYLE: Hidden gems PACE: Medium 1 day in Havana BY A USER FROM CANADA December, popular PREFERENCES: December ATTRACTION STYLE: Popular PACE: Medium
View more plans