31 days in Cuba Itinerary

31 days in Cuba Itinerary

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Route & dates

31 days in Cuba Itinerary

Start: Nassau, New Providence Island
Fly:  2 h
1
Havana
— 10 nights
Drive:  2 h 45 min
2
Vinales
— 3 nights
+6
Bus + Foot + Bus + Foot + Fly + Taxi + Bus:  7 h 15 min
3
Cayo Guillermo
— 1 night
Drive:  4 h
4
Trinidad
— 5 nights
Drive:  4 h
5
Varadero
— 5 nights
Fly:  2 h 45 min
6
Cayo Largo
— 2 nights
Fly:  5 h 30 min
7
Santiago de Cuba
— 3 nights
Fly:  5 h
End: Nassau, New Providence Island

10
nights
Havana

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Change things up with a short trip to Las Terrazas Complex in Las Terrazas (about 56 minutes away). There's still lots to do: don't miss a visit to Malecón of Havana, contemplate the long history of Revolution Plaza, take an in-depth tour of Museum of the Revolution (Museo de la Revolucion), and appreciate the extensive heritage of Old Havana.

To find reviews, photos, ratings, and other tourist information, you can read our Havana trip planning website.

Nassau, Bahamas to Havana is an approximately 2- hour flight. May in Havana sees daily highs of 36°C and lows of 24°C at night. Finish your sightseeing early on the 11th (Mon) so you can drive to Vinales.

Things to do in Havana

Historic Sites Tours Outdoors

Side Trips

Las Terrazas Complex, Espiritu Santo Church (Iglesia Del Espiritu Santo)
Find places to stay May 1 — 11:
Highlights from your plan
Plaza de la Catedral ©
Plaza de la Catedral
Malecón of Havana ©
Malecón of Havana
Walking tours

3
nights
Vinales

Vinales ©
Offering a taste of authentic rural life, Vinales remains a small agricultural town, dominated by surrounding low mountain ranges.
Change things up with a short trip to Cayo Jutias in Minas de Matahambre (about 1h 05 min away). There's much more to do: appreciate the views at Valle de Vinales, take in nature's colorful creations at Jardin Botanico de Vinales, take in the architecture and atmosphere at Iglesia del Sagrado Corazon de Jesus, and make a trip to Mural de la Prehistoria.

To see maps, other places to visit, more things to do, and other tourist information, go to the Vinales visit planner.

Drive from Havana to Vinales in 3 hours. Alternatively, you can take a shuttle; or take a bus. In May in Vinales, expect temperatures between 36°C during the day and 25°C at night. Finish your sightseeing early on the 14th (Thu) so you can travel to Cayo Guillermo.

Things to do in Vinales

Parks Nature Outdoors

Side Trips

Cayo Levisa, Cueva del Palmarito, Cayo Jutias
Find places to stay May 11 — 14:
Highlights from your plan
Valle de Vinales ©
Valle de Vinales
Cayo Jutias ©
Cayo Jutias
Cayo Levisa ©
Cayo Levisa

1
night
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 15th (Fri), head off the coast to Cayo Media Luna, enjoy the sand and surf at Cayo Guillermo, and then kick back and relax at Playa Pilar. On your second day here, have some family-friendly fun at Rocarena Climbing Center and then look for all kinds of wild species at Birdwatching with Paulino Lopez Delgado.

For more things to do, traveler tips, where to stay, and tourist information, read Cayo Guillermo trip planner.

Getting from Vinales to Cayo Guillermo by combination of bus and flight takes about 7.5 hours. Other options: drive; or do a combination of bus, train, and taxi. In May, daily temperatures in Cayo Guillermo can reach 35°C, while at night they dip to 26°C. Finish up your sightseeing early on the 16th (Sat) so you can go by car to Trinidad.

Things to do in Cayo Guillermo

Parks Outdoors Beaches

Side Trip

Cayo Coco
Find places to stay May 14 — 16:
Highlights from your plan
Playa Pilar
Playa Pilar
Cayo Guillermo ©
Cayo Guillermo
Birdwatching with Paulino Lopez Delgado ©

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.
Venture out of the city with trips to Santa Clara (Parque Leoncio Vidal, Che Guevara Mausoleum, &more) and Cienfuegos (Palacio de Valle, Punta Gorda, &more). There's much more to do: make a trip to Plaza Mayor, tour the pleasant surroundings at Ancon Beach, contemplate the long history of Valle de los Ingenios, and examine the collection at Romance Museum.

For traveler tips, other places to visit, and tourist information, go to the Trinidad online itinerary maker.

Traveling by car from Cayo Guillermo to Trinidad takes 4 hours. Alternatively, you can do a combination of taxi, train, and bus; or do a combination of car and bus. In May, plan for daily highs up to 37°C, and evening lows to 26°C. Cap off your sightseeing on the 21st (Thu) early enough to go by car to Varadero.

Things to do in Trinidad

Parks Historic Sites Museums

Side Trips

Santa Clara, Cienfuegos, Trinidad de Cuba, Topes de Collantes
Find places to stay May 16 — 21:
Highlights from your plan
Ancon Beach ©
Ancon Beach
Plaza Mayor ©
Plaza Mayor
Che Guevara Mausoleum ©
Che Guevara Mausoleum

5
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.
Venture out of the city with trips to Matanzas (Pharmaceutical Museum, Cuevas de Bellamar, &more) and Zapata Swamp (in Playa Larga). Next up on the itinerary: kick back and relax at Varadero Beach, tour the pleasant surroundings at Coral Beach - Playa Coral, stroll around Josone Park, and examine the collection at House of Rum.

To find where to stay, maps, more things to do, and other tourist information, read our Varadero holiday planner.

Getting from Trinidad to Varadero by car takes about 4 hours. Other options: take a bus. Expect a daytime high around 36°C in May, and nighttime lows around 23°C. Cap off your sightseeing on the 26th (Tue) early enough to travel to Cayo Largo.

Things to do in Varadero

Parks Outdoors Beaches

Side Trips

Matanzas, Crab Monument, Zapata Swamp
Find places to stay May 21 — 26:
Highlights from your plan
Varadero Beach ©
Varadero Beach
Cueva de Saturno ©
Cueva de Saturno
Josone Park ©
Josone Park

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.
Start off your visit on the 27th (Wed): kick back and relax at Playa Paraiso and then tour the pleasant surroundings at Playa Mal Tiempo. On the next day, head off the coast to Cayo Rico, then look for all kinds of wild species at Sea Turtle Hatchery, and then kick back and relax at Sirena Beach.

To see maps, ratings, photos, and more tourist information, use the Cayo Largo online road trip planner.

Fly from Varadero to Cayo Largo in 3 hours. In May, daily temperatures in Cayo Largo can reach 35°C, while at night they dip to 26°C. Finish up your sightseeing early on the 28th (Thu) so you can travel to Santiago de Cuba.

Things to do in Cayo Largo

Parks Outdoors Beaches
Find places to stay May 26 — 28:
Highlights from your plan
Playa Paraiso ©
Playa Paraiso
Sirena Beach ©
Sirena Beach
Sea Turtle Hatchery ©
Sea Turtle Hatchery

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.
Explore Santiago de Cuba's surroundings by going to El Cobre (Basilica de la Virgen de la Caridad del Cobre & El Cobre Basilica). And it doesn't end there: explore the different monuments and memorials at Cementerio Santa Ifigenia, explore the historical opulence of Castillo de San Pedro de la Roca, admire the natural beauty at Jardin de los Helechos, and steep yourself in history at Moncada Barracks.

For other places to visit, traveler tips, photos, and other tourist information, read our Santiago de Cuba trip tool.

You can fly from Cayo Largo to Santiago de Cuba in 5.5 hours. Alternatively, you can do a combination of flight and train. In May in Santiago de Cuba, expect temperatures between 35°C during the day and 26°C at night. Cap off your sightseeing on the 31st (Sun) early enough to travel back home.

Things to do in Santiago de Cuba

Historic Sites Parks Museums

Side Trips

El Cobre, Rancho El Dajao, Cobre
Find places to stay May 28 — 31:
Highlights from your plan
Cementerio Santa Ifigenia ©
Cementerio Santa Ifigenia
Castillo de San Pedro de la Roca ©
Castillo de San Pedro de la Roca
Casa de Diego Velazquez ©
Casa de Diego Velazquez

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