29 days in Cuba Itinerary

29 days in Cuba Itinerary

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Route & dates

29 days in Cuba Itinerary

Start: Frankfurt
Fly:  13​h 45​min
1
Varadero
— 4 nights
Drive:  2​h
2
Havana
— 9 nights
taxi + Fly:  1​h 15​min
3
Cayo Largo
— 2 nights
Drive:  3​h 15​min
4
Trinidad
— 5 nights
Drive:  4​h
5
Cayo Guillermo
— 2 nights
Fly:  5​h 30​min
6
Holguin
— 3 nights
Drive:  2​h 30​min
7
Santiago de Cuba
— 3 nights
+2
train + taxi + Fly:  16​h 15​min
End: Frankfurt

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.
Change things up with these side-trips from Varadero: Zapata Swamp (in Playa Larga), Matanzas (Cuevas de Bellamar & Pharmaceutical Museum) and Cardenas Cathedral (in Cardenas). Next up on the itinerary: kick back and relax at Varadero Beach, explore the world behind art at Mi Casa Beatles, Head underground at Cueva de Saturno, and admire nature's wide array of creatures at Delfinario.

Plan a Varadero trip in moments using our itinerary builder.

Frankfurt, Germany to Varadero is an approximately 14-hour flight. You can also do a combination of train and flight; or do a combination of flight and bus. Due to the time zone difference, you'll gain 6 hours traveling from Frankfurt to Varadero. Plan for much warmer temperatures traveling from Frankfurt in October, with highs in Varadero at 35°C and lows at 24°C. Wrap up your sightseeing on the 13th (Sun) early enough to drive to Havana.

Things to do in Varadero

Parks Outdoors Beaches

Side Trips

Matanzas, Cardenas Cathedral, Zapata Swamp
Find places to stay Oct 9 — 13:
Highlights from your plan
Varadero Beach ©
Varadero Beach
Cueva de Saturno ©
Cueva de Saturno
Josone Park ©
Josone Park

9
nights
Havana

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Havana is known for historic sites, museums, nightlife, beaches, and classes. Your plan includes some of its best attractions: make a trip to Malecón of Havana, contemplate the long history of Old Square (Plaza Vieja), appreciate the extensive heritage of Old Havana, and get engrossed in the history at Museum of the Revolution (Museo de la Revolucion).

To find traveler tips, where to stay, photos, and other tourist information, read Havana trip itinerary planner.

You can drive from Varadero to Havana in 2 hours. Other options are to take a shuttle; or do a combination of taxi and train. In October, daytime highs in Havana are 35°C, while nighttime lows are 24°C. Finish your sightseeing early on the 22nd (Tue) to allow enough time to travel to Cayo Largo.

Things to do in Havana

Historic Sites Tours Outdoors

Side Trip

Espiritu Santo Church (Iglesia Del Espiritu Santo)
Find places to stay Oct 13 — 22:
Highlights from your plan
Plaza de la Catedral ©
Plaza de la Catedral
Malecón of Havana ©
Malecón of Havana
Walking tours

2
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.
On the 23rd (Wed), enjoy the sand and surf at Playa Paraiso and then admire the verdant scenery at Valle de Vinales. On the 24th (Thu), you'll have a packed day of sightseeing: head off the coast to Cayo Rico, then look for all kinds of wild species at Sea Turtle Hatchery, and then enjoy the sand and surf at Sirena Beach.

To see more things to do, photos, and tourist information, read our Cayo Largo trip itinerary builder app .

Traveling by combination of taxi and flight from Havana to Cayo Largo takes 1.5 hours. In October in Cayo Largo, expect temperatures between 36°C during the day and 28°C at night. Finish your sightseeing early on the 24th (Thu) 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 Oct 22 — 24:
Highlights from your plan
Valle de Vinales ©
Valle de Vinales
Sirena Beach ©
Sirena Beach
Sea Turtle Hatchery ©
Sea Turtle Hatchery

5
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.
Get out of town with these interesting Trinidad side-trips: Cienfuegos (El Nicho Waterfalls, Punta Gorda, & more), Santa Clara (Statue of Che Guevara Holding a Child & Che Guevara Mausoleum) and Iglesia de San Juan Batista (in Remedios). Next up on the itinerary: make a trip to Plaza Mayor, identify plant and animal life at Topes de Collantes, steep yourself in history at Valle de los Ingenios, and see the interesting displays at Museo de Historia Municipal.

For traveler tips, more things to do, ratings, and tourist information, you can read our Trinidad online journey planner .

Explore your travel options from Cayo Largo to Trinidad with the Route module. In October, plan for daily highs up to 36°C, and evening lows to 26°C. Cap off your sightseeing on the 29th (Tue) early enough to go by car to Cayo Guillermo.

Things to do in Trinidad

Parks Historic Sites Wildlife

Side Trips

Cienfuegos, Santa Clara, Iglesia de San Juan Batista, Trinidad de Cuba, Topes de Collantes
Find places to stay Oct 24 — 29:
Highlights from your plan
Ancon Beach ©
Ancon Beach
Plaza Mayor ©
Plaza Mayor
Che Guevara Mausoleum ©
Che Guevara Mausoleum

2
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 30th (Wed), get your game on at Rocarena Climbing Center and then look for all kinds of wild species at Birdwatching with Paulino Lopez Delgado. On the next day, kick back and relax at Playa Pilar, tour the pleasant surroundings at Cayo Guillermo, and then step off the mainland to explore Cayo Media Luna.

To see other places to visit, reviews, traveler tips, and other tourist information, go to the Cayo Guillermo trip itinerary planner.

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. October in Cayo Guillermo sees daily highs of 35°C and lows of 28°C at night. Finish up your sightseeing early on the 31st (Thu) so you can travel to Holguin.

Things to do in Cayo Guillermo

Parks Wildlife Outdoors

Side Trip

Cayo Coco
Find places to stay Oct 29 — 31:
Highlights from your plan
Playa Pilar
Playa Pilar
Cayo Guillermo ©
Cayo Guillermo
Rocarena Climbing Center ©
Rocarena Climbing Center

3
nights
Holguin

Holguin ©
Not overly touristy, Holguin offers a different perspective on Cuban life, standing as a major city that doesn't seek to commercialize its past or cover itself in all inclusive resorts.
Go for a jaunt from Holguin to Bayamo to see Casa Natal De Carlos Manuel De Cespedes about 1h 20 min away. There's lots more to do: tour the pleasant surroundings at Guardalavaca Beach, enjoy the sand and surf at Playa Esmeralda, make a trip to Plaza de La Marqueta, and head off the coast to Cayo Saetia Island.

To find more things to do, photos, maps, and other tourist information, read Holguin trip planner.

Traveling by flight from Cayo Guillermo to Holguin takes 5.5 hours. Alternatively, you can drive; or do a combination of taxi and bus. October in Holguin sees daily highs of 37°C and lows of 26°C at night. Wrap up your sightseeing on the 3rd (Sun) to allow time to drive to Santiago de Cuba.

Things to do in Holguin

Parks Nature Outdoors

Side Trip

Casa Natal De Carlos Manuel De Cespedes
Find places to stay Oct 31 — Nov 3:
Highlights from your plan
Guardalavaca Beach ©
Guardalavaca Beach
Playa Esmeralda ©
Playa Esmeralda

3
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.
Start off your visit on the 4th (Mon): examine the collection at Emilio Bacardi Moreau Museum, get engrossed in the history at Casa de Diego Velazquez, contemplate the long history of Moncada Barracks, explore the different monuments and memorials at Cementerio Santa Ifigenia, then admire the natural beauty at Jardin de los Helechos, and finally take in the exciting artwork at Galeria Rene Valdes. On the 5th (Tue), you'll have a packed day of sightseeing: don't miss a visit to La Alameda, appreciate the history behind Monumento al Cimarron, take an unorthodox tour of Cobre, then explore the historical opulence of Castillo de San Pedro de la Roca, and finally make a trip to Casa Museo Granjita de Siboney.

To see traveler tips, reviews, ratings, and tourist information, read Santiago de Cuba trip itinerary planning app .

You can drive from Holguin to Santiago de Cuba in 2.5 hours. Other options are to take a train; or take a bus. In November, daytime highs in Santiago de Cuba are 35°C, while nighttime lows are 26°C. Finish your sightseeing early on the 6th (Wed) so you can travel back home.

Things to do in Santiago de Cuba

Museums Historic Sites Parks

Side Trip

Cobre
Find places to stay Nov 3 — 6:
Highlights from your plan
Casa de Diego Velazquez ©
Casa de Diego Velazquez
Castillo de San Pedro de la Roca ©
Cementerio Santa Ifigenia ©
Cementerio Santa Ifigenia

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