29 days in Cuba Itinerary

29 days in Cuba Itinerary

Created using Inspirock Cuba trip planner

This plan was created by another user. Make it your plan

Route & dates

29 days in Cuba Itinerary

Start: London
Fly:  17​h
1
Santiago de Cuba
— 4 nights
Fly:  2​h 45​min
2
Havana
— 10 nights
Drive:  2​h
3
Varadero
— 4 nights
Fly:  2​h 45​min
4
Cayo Largo
— 3 nights
+4
Fly + Foot + Bus + Foot + Bus:  3​h 15​min
5
Trinidad
— 4 nights
Drive:  4​h
6
Cayo Guillermo
— 3 nights
Fly:  13​h 30​min
End: London

4
nights
Santiago de Cuba

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.
Change things up with these side-trips from 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, view the masterpieces at Galeria Rene Valdes, admire the natural beauty at Jardin de los Helechos, and don't miss a visit to Casa Museo Granjita de Siboney.

For other places to visit, more things to do, and tourist information, read our Santiago de Cuba trip planner .

London, UK to Santiago de Cuba is an approximately 17-hour flight. You can also do a combination of flight and train. The time zone difference moving from Greenwich Mean Time (GMT) to Cuba Standard Time (CST) is minus 5 hours. Expect warmer temperatures when traveling from London in January; daily highs in Santiago de Cuba reach 33°C and lows reach 24°C. Cap off your sightseeing on the 14th (Tue) early enough to travel to Havana.

Things to do in Santiago de Cuba

Parks Nature Museums

Side Trips

Sierra Maestra, Cayo Saetia Island, Cobre, Casa Natal De Carlos Manuel De Cespedes
Find places to stay Jan 10 — 14:
Highlights from your plan
Cayo Saetia Island ©
Cayo Saetia Island
Cementerio Santa Ifigenia ©
Cementerio Santa Ifigenia
Castillo de San Pedro de la Roca ©
Castillo de San Pedro de la Roca

10
nights
Havana

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Take a break from Havana with a short trip to Las Terrazas Complex in Las Terrazas, about 1h 05 min away. There's much more to do: appreciate the extensive heritage of Malecón of Havana, contemplate the long history of Old Square (Plaza Vieja), don't miss a visit to Plaza de la Catedral, and take an in-depth tour of Museum of the Revolution (Museo de la Revolucion).

For maps, where to stay, traveler tips, and more tourist information, go to the Havana trip planner .

Traveling by flight from Santiago de Cuba to Havana takes 3 hours. Alternatively, you can do a combination of train and flight; or drive. Traveling from Santiago de Cuba in January, expect slightly colder with lows of 19°C in Havana. Cap off your sightseeing on the 24th (Fri) early enough to go by car to Varadero.

Things to do in Havana

Historic Sites Tours Outdoors

Side Trips

Espiritu Santo Church (Iglesia Del Espiritu Santo), Las Terrazas Complex
Find places to stay Jan 14 — 24:
Highlights from your plan
Plaza de la Catedral ©
Plaza de la Catedral
Malecón of Havana ©
Malecón of Havana
Old Havana ©
Old Havana

4
nights
Varadero

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.
Explore the numerous day-trip ideas around Varadero: Cardenas Cathedral (in Cardenas) and Matanzas (Cuevas de Bellamar, Callejon de las Tradiciones, & more). There's lots more to do: kick back and relax at Varadero Beach, see the interesting displays at House of Rum, get the lay of the land with Walking tours, and observe the fascinating underwater world at Delfinario.

To see other places to visit, reviews, maps, and more tourist information, refer to the Varadero road trip planning site .

Getting from Havana to Varadero by car takes about 2 hours. Other options: take a shuttle; or do a combination of train and taxi. In January, daytime highs in Varadero are 30°C, while nighttime lows are 19°C. Finish your sightseeing early on the 28th (Tue) to allow enough time to travel to Cayo Largo.

Things to do in Varadero

Parks Outdoors Beaches

Side Trips

Matanzas, Cardenas Cathedral
Find places to stay Jan 24 — 28:
Highlights from your plan
Varadero Beach ©
Varadero Beach
Josone Park ©
Josone Park
Cuevas de Bellamar ©
Cuevas de Bellamar

3
nights
Cayo Largo

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.
Step out of Cayo Largo to go to Vinales and see Valle de Vinales, which is approximately 1 hour away. There's still lots to do: kick back and relax at Playa Paraiso, step off the mainland to explore Cayo Rico, stroll through Playa Blanca Beach, and look for all kinds of wild species at Sea Turtle Hatchery.

To find ratings, where to stay, more things to do, and other tourist information, refer to the Cayo Largo trip itinerary planning app .

Traveling by flight from Varadero to Cayo Largo takes 3 hours. In January in Cayo Largo, expect temperatures between 32°C during the day and 22°C at night. Finish your sightseeing early on the 31st (Fri) to allow enough time to travel to Trinidad.

Things to do in Cayo Largo

Parks Outdoors Beaches

Side Trip

Valle de Vinales
Find places to stay Jan 28 — 31:
Highlights from your plan
Valle de Vinales ©
Valle de Vinales
Playa Paraiso ©
Playa Paraiso
Sirena Beach ©
Sirena Beach

4
nights
Trinidad

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.
Venture out of the city with trips to Cienfuegos (Galeria Santiago Hermes, Punta Gorda, & more) and Santa Clara (Statue of Che Guevara Holding a Child & Che Guevara Mausoleum). There's lots more to do: stroll through Ancon Beach, appreciate the views at San Luis Valley, view the masterpieces at Lazaro Niebla Gallery, and see the interesting displays at Colonial Architecture Museum.

For traveler tips, ratings, more things to do, and more tourist information, use the Trinidad day trip planning app .

Use the Route module to find suitable travel options from Cayo Largo to Trinidad. Expect somewhat warmer evenings in Trinidad when traveling from Cayo Largo in January, with lows around 32°C. Finish your sightseeing early on the 4th (Tue) so you can drive to Cayo Guillermo.

Things to do in Trinidad

Parks Nature Wildlife

Side Trips

Cienfuegos, Santa Clara, San Luis Valley, Topes de Collantes, Trinidad de Cuba
Find places to stay Jan 31 — Feb 4:
Highlights from your plan
Ancon Beach ©
Ancon Beach
Che Guevara Mausoleum ©
Che Guevara Mausoleum
Topes de Collantes ©
Topes de Collantes

3
nights
Cayo Guillermo

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.
On the 5th (Wed), get your game on at Rocarena Climbing Center and then look for all kinds of wild species at Birdwatching with Paulino Lopez Delgado. Keep things going the next day: tour the pleasant surroundings at Playa Pilar, kick back and relax at Cayo Guillermo, and then head off the coast to Cayo Media Luna.

For other places to visit, traveler tips, ratings, and tourist information, read Cayo Guillermo route planner.

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, daily temperatures in Cayo Guillermo can reach 32°C, while at night they dip to 23°C. Finish your sightseeing early on the 7th (Fri) so you can travel back home.

Things to do in Cayo Guillermo

Parks Outdoors Beaches

Side Trip

Cayo Coco
Find places to stay Feb 4 — 7:
Highlights from your plan
Playa Pilar
Playa Pilar
Cayo Guillermo ©
Cayo Guillermo

Similar Plans

35 days in United States, Cuba & Sydney BY A USER FROM AUSTRALIA November, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, hidden gems PREFERENCES: November, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Hidden gems PACE: Medium 11 days in Cuba BY A USER FROM UNITED STATES July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Cuba BY A USER FROM UNITED KINGDOM July, teens, culture, outdoors, relaxing, beaches, historic sites, museums, hidden gems PREFERENCES: July, teens, culture, outdoors, relaxing, beaches, historic sites, museums ATTRACTION STYLE: Hidden gems PACE: Medium 25 days in Cuba BY A USER FROM GREECE January, culture, outdoors, relaxing, romantic, beaches, historic sites, wildlife, hidden gems PREFERENCES: January, culture, outdoors, relaxing, romantic, beaches, historic sites, wildlife ATTRACTION STYLE: Hidden gems PACE: Medium 27 days in Cuba BY A USER FROM SLOVENIA December, culture, outdoors, relaxing, romantic, beaches, historic sites, wildlife, popular & hidden gems PREFERENCES: December, culture, outdoors, relaxing, romantic, beaches, historic sites, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 8 days in Cuba BY A USER FROM UNITED STATES July, teens, kids, culture, outdoors, relaxing, beaches, shopping, wildlife, popular sights PREFERENCES: July, teens, kids, culture, outdoors, relaxing, beaches, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 22 days in Cuba BY A USER FROM POLAND January, culture, outdoors, beaches, historic sites, museums, wildlife, fast-paced, popular sights PREFERENCES: January, culture, outdoors, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular sights PACE: Fast-paced 9 days in Cuba BY A USER FROM UNITED STATES February, culture, outdoors, relaxing, beaches, historic sites, museums, wildlife, popular sights PREFERENCES: February, culture, outdoors, relaxing, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 54 days in South America, Central America & Mexico BY A USER FROM AUSTRALIA January, culture, outdoors, relaxing, beaches, fast-paced, hidden gems PREFERENCES: January, culture, outdoors, relaxing, beaches ATTRACTION STYLE: Hidden gems PACE: Fast-paced 13 days in Cuba & Brasilia BY A USER FROM BRAZIL December, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: December, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 34 days in Caribbean & Central America BY A USER FROM UNITED STATES May, culture, outdoors, relaxing, beaches, popular & hidden gems PREFERENCES: May, culture, outdoors, relaxing, beaches ATTRACTION STYLE: Popular & hidden gems PACE: Medium 14 days in Cuba BY A USER FROM ISRAEL March, culture, outdoors, relaxing, romantic, beaches, historic sites, slow & easy, popular & hidden gems PREFERENCES: March, culture, outdoors, relaxing, romantic, beaches, historic sites ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy
View more plans