29 days in Cuba Itinerary

29 days in Cuba Itinerary

Created using Inspirock Cuba trip planner

Plan created by another user. Make it yours
Fly
1
Santiago de Cuba
— 4 nights
Fly
2
Havana
— 10 nights
Drive
3
Varadero
— 4 nights
Fly
4
Cayo Largo
— 3 nights
Bus
5
Trinidad
— 4 nights
Drive
6
Cayo Guillermo
— 3 nights
Fly

S M T W T F S
5
6
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14
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28
29
30
31
1
2
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4
5
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8

4
nights
Santiago de Cuba

Santiago de Cuba has taken almost as much influence from Haiti and the Dominican Republic as it has from Havana, distilling a concoction of cultures to create a city with a distinct identity.
You'll find plenty of places to visit near Santiago de Cuba: Cayo Saetia Island (in Holguin) and Casa Natal De Carlos Manuel De Cespedes (in Bayamo). The adventure continues: stroll the grounds of Cementerio Santa Ifigenia, take in the awesome beauty at Sierra Maestra, get engrossed in the history at Casa de Diego Velazquez, and don't miss a visit to La Alameda.

To see other places to visit, more things to do, reviews, and tourist information, you can read our Santiago de Cuba holiday builder.

London, UK to Santiago de Cuba is an approximately 17-hour flight. Due to the time zone difference, you'll gain 5 hours traveling from London to Santiago de Cuba. Traveling from London in January, things will get warmer in Santiago de Cuba: highs are around 33°C and lows about 24°C. Finish your sightseeing early on the 14th (Tue) to allow enough time to travel to Havana.

Things to do in Santiago de Cuba

Parks · Nature · Historic Sites · Museums

Side Trips

Find places to stay Jan 10 — 14:

10
nights
Havana

Rome of the Caribbean

Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Step out of Havana to go to Las Terrazas and see Las Terrazas Complex, which is approximately 1h 5 min away. The adventure continues: make a trip to Malecón of Havana, steep yourself in history at Revolution Plaza Havana, take in the local highlights with Walking tours, and get to know the fascinating history of Old Havana.

To find traveler tips, other places to visit, ratings, and tourist information, read Havana attractions planner.

Fly from Santiago de Cuba to Havana in 5 hours. Alternatively, you can drive; or take a train. Traveling from Santiago de Cuba in January, plan for slightly colder nights in Havana, with lows around 19°C. Finish your sightseeing early on the 24th (Fri) so you can drive to Varadero.

Things to do in Havana

Historic Sites · Tours · Outdoors · Parks

Side Trips

Find places to stay Jan 14 — 24:

4
nights
Varadero

One of the largest resort towns in the Caribbean, Varadero boasts a 20 km (12 mi) long stretch of sand, lined with hotels and all-inclusive resorts.
Get out of town with these interesting Varadero side-trips: Matanzas (Cuevas de Bellamar, Afroatenas Callejon de las Tradiciones, &more) and Cardenas Cathedral (in Cardenas). Next up on the itinerary: tour the pleasant surroundings at Varadero Beach, examine the collection at House of Rum, observe the fascinating underwater world at Delfinario, and explore the ancient world of Cueva de Ambrosio.

For traveler tips, other places to visit, maps, and more tourist information, use the Varadero trip planner.

Drive from Havana to Varadero in 2 hours. Alternatively, you can take a shuttle; or do a combination of train and taxi. In January, daily temperatures in Varadero can reach 30°C, while at night they dip to 19°C. Wrap up your sightseeing on the 28th (Tue) early enough to travel to Cayo Largo.

Things to do in Varadero

Parks · Outdoors · Beaches · Tours

Side Trips

Find places to stay Jan 24 — 28:

3
nights
Cayo Largo

The stress of modern life feels a million miles away when you holiday on Cayo Largo, a small and unspoiled resort island off the coast of Cuba.
Change things up with a short trip to Valle de Vinales in Vinales (about 1 hour away). There's lots more to do: stroll through Playa Paraiso, enjoy the sand and surf at Punta Mal Tiempo, step off the mainland to explore Cayo Rico, and identify plant and animal life at Sea Turtle Hatchery.

You can plan Cayo Largo trip in no time by asking Inspirock to help create your itinerary.

You can fly from Varadero to Cayo Largo in 3.5 hours. Alternatively, you can take a bus. Expect a daytime high around 32°C in January, and nighttime lows around 22°C. Finish up your sightseeing early on the 31st (Fri) so you can catch the bus to Trinidad.

Things to do in Cayo Largo

Parks · Outdoors · Beaches · Nature

Side Trip

Find places to stay Jan 28 — 31:

4
nights
Trinidad

Built on sugar and seemingly preserved in molasses, the town of Trinidad attracts visitors with its well-aged 19th century architecture and rustic charm, showcasing the sounds, scents, and sights of days gone by.
Get out of town with these interesting Trinidad side-trips: Santa Clara (Statue of Che Guevara Holding a Child & Che Guevara Mausoleum) and Cienfuegos (Galeria Santiago Hermes, Punta Gorda, &more). There's lots more to do: kick back and relax at Ancon Beach, take in the awesome beauty at Topes de Collantes, examine the collection at Romance Museum, and don't miss a visit to Trinidad de Cuba.

To find ratings, where to stay, traveler tips, and more tourist information, read Trinidad trip site.

Traveling by bus from Cayo Largo to Trinidad takes 4.5 hours. Traveling from Cayo Largo in January, expect somewhat warmer with lows of 32°C in Trinidad. Cap off your sightseeing on the 4th (Tue) early enough to go by car to Cayo Guillermo.

Things to do in Trinidad

Parks · Nature · Wildlife · Museums

Side Trips

Find places to stay Jan 31 — Feb 4:

3
nights
Cayo Guillermo

A kay of the Jardines del Rey archipelago, Cayo Guillermo has become a popular international tourist destination, buoyed by the construction of luxury all inclusive resorts that dot the paradisal island.
Kick off your visit on the 5th (Wed): get your game on at Rocarena Climbing Center and then identify plant and animal life at Birdwatching with Paulino Lopez Delgado. Get ready for a full day of sightseeing on the next day: enjoy the sand and surf at Playa Pilar, then kick back and relax at Cayo Guillermo, and then head off the coast to Cayo Media Luna.

For more things to do, ratings, maps, and tourist information, refer to the Cayo Guillermo online trip builder.

You can drive from Trinidad to Cayo Guillermo in 4 hours. Alternatively, you can do a combination of bus, train, and taxi; or do a combination of bus and car. In February, daytime highs in Cayo Guillermo are 32°C, while nighttime lows are 23°C. Finish up your sightseeing early on the 7th (Fri) so you can travel back home.

Things to do in Cayo Guillermo

Parks · Outdoors · Beaches · Wildlife

Side Trip

Find places to stay Feb 4 — 7:

Cuba travel guide

4.3
Beaches · Historic Walking Areas · Landmarks
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.