45 days in Cuba Itinerary

45 days in Cuba Itinerary

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Route & dates

45 days in Cuba Itinerary

Start: New York City
Fly:  9​h 15​min
1
Santiago de Cuba
— 7 nights
Drive:  8​h 30​min
2
Cayo Guillermo
— 1 night
Drive:  4​h
3
Trinidad
— 7 nights
Drive:  3​h 15​min
4
Cayo Largo
— 3 nights
Fly:  2​h 45​min
5
Varadero
— 5 nights
Drive:  4​h 30​min
6
Vinales
— 3 nights
7
Havana
— 17 nights
Fly + foot:  7​h 15​min
End: New York City

7
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.
Appreciate the collections at Casa de Diego Velazquez and Galeria Rene Valdes. Visit Cementerio Santa Ifigenia and Castillo de San Pedro de la Roca for their historical value. Venture out of the city with trips to El Cobre (El Cobre Basilica & Basilica de la Virgen de la Caridad del Cobre), Holguin (Cayo Saetia Island & Guayabo Falls) and Bayamo (Casa Natal De Carlos Manuel De Cespedes & Wax Museum). Next up on the itinerary: see the interesting displays at Emilio Bacardi Moreau Museum, take in the architecture and atmosphere at Catedral de Santa Catalina de Ricci, admire all the interesting features of La Gran Piedra (The Big Rock), and take in the spiritual surroundings of Cathedral of Our Lady of the Assumption.

Plan a Santiago de Cuba trip in moments using our itinerary builder.

New York City, USA to Santiago de Cuba is an approximately 9.5-hour flight. You can also do a combination of bus and flight; or do a combination of bus, flight, and train. Expect somewhat warmer temperatures when traveling from New York City in June; daily highs in Santiago de Cuba reach 87°F and lows reach 74°F. Cap off your sightseeing on the 16th (Sun) early enough to go by car to Cayo Guillermo.

Things to do in Santiago de Cuba

Parks Historic Sites Nature

Side Trips

Bayamo, El Cobre, Holguin, Catedral de Santa Catalina de Ricci, Sierra Maestra
Find places to stay Jun 9 — 16:
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

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 17th (Mon), step off the mainland to explore Cayo Media Luna, kick back and relax at Cayo Guillermo, and then enjoy the sand and surf at Playa Pilar. On the next day, have some family-friendly fun at Rocarena Climbing Center and then look for all kinds of wild species at Birdwatching with Paulino Lopez Delgado.

To see reviews, more things to do, and more tourist information, read our Cayo Guillermo travel itinerary planner.

Drive from Santiago de Cuba to Cayo Guillermo in 8.5 hours. Alternatively, you can do a combination of train and taxi; or do a combination of taxi, flight, and train. In June, daytime highs in Cayo Guillermo are 88°F, while nighttime lows are 76°F. Finish up your sightseeing early on the 18th (Tue) so you can go by car to Trinidad.

Things to do in Cayo Guillermo

Parks Beaches Outdoors

Side Trip

Cayo Coco
Find places to stay Jun 16 — 18:
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Playa Pilar
Playa Pilar
Cayo Guillermo ©
Cayo Guillermo
Cayo Media Luna ©
Cayo Media Luna

7
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.
Deepen your sense of the past at sights like Valle de los Ingenios and Jagua Castle. Museo de Historia Municipal and Yudit Vidal Faife will appeal to museum buffs. Explore the numerous day-trip ideas around Trinidad: Che Guevara Mausoleum (in Santa Clara), Cienfuegos (Galeria Santiago Hermes, CasaHuella, & more) and Remedios (Iglesia de San Juan Batista & Museo Parrandas Remedianas). Next up on the itinerary: take your sightseeing to a higher altitude at Topes de Collantes, trot along with a tour on horseback, enjoy the sand and surf at Playa Maria Aguilar, and view the masterpieces at Galerie D'Art Calleyro.

For reviews, photos, where to stay, and tourist information, use the Trinidad trip itinerary website .

Getting from Cayo Guillermo to Trinidad by car takes about 4 hours. Other options: do a combination of taxi, train, and bus; or do a combination of car and bus. Traveling from Cayo Guillermo in June, plan for a bit warmer nights in Trinidad, with lows around 87°F. Finish up your sightseeing early on the 25th (Tue) so you can travel to Cayo Largo.

Things to do in Trinidad

Parks Wildlife Outdoors

Side Trips

Cienfuegos, Remedios, Playa Maria Aguilar, Topes de Collantes, Che Guevara Mausoleum
Find places to stay Jun 18 — 25:
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Topes de Collantes ©
Topes de Collantes
Ancon Beach ©
Ancon Beach
Plaza Mayor ©
Plaza Mayor

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.
Get outdoors at Playa Paraiso and Sirena Beach. We've included these beaches for you: Playa Mal Tiempo and Playa Blanca Beach. The adventure continues: identify plant and animal life at Sea Turtle Hatchery.

For where to stay, ratings, other places to visit, and tourist information, use the Cayo Largo travel route tool .

Use the Route module to find suitable travel options from Trinidad to Cayo Largo. Traveling from Trinidad in June, expect a bit cooler with lows of 75°F in Cayo Largo. Finish your sightseeing early on the 28th (Fri) to allow enough time to travel to Varadero.

Things to do in Cayo Largo

Parks Beaches Outdoors
Find places to stay Jun 25 — 28:
Highlights from your plan
Playa Paraiso ©
Playa Paraiso
Sirena Beach ©
Sirena Beach
Sea Turtle Hatchery ©
Sea Turtle Hatchery

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.
Let the collections at Pharmaceutical Museum and House of Rum capture your imagination. Get a sense of the local culture at Mi Casa Beatles and Museo Oscar Maria de Rojas. You'll find plenty of places to visit near Varadero: Matanzas (Parque de la Libertad, Callejon de las Tradiciones, & more). The adventure continues: enjoy the sand and surf at Varadero Beach, identify plant and animal life at Varahicacos Ecological Reserve, tour the pleasant surroundings at Cayo Blanco, and view the masterpieces at Artecru.

To find ratings, maps, where to stay, and more tourist information, you can read our Varadero trip itinerary site .

You can fly from Cayo Largo to Varadero in 3 hours. June in Varadero sees daily highs of 88°F and lows of 71°F at night. Finish your sightseeing early on the 3rd (Wed) so you can drive to Vinales.

Things to do in Varadero

Parks Outdoors Beaches

Side Trips

Matanzas, Museo Oscar Maria de Rojas
Find places to stay Jun 28 — Jul 3:
Highlights from your plan
Varadero Beach ©
Varadero Beach
Cayos Blancos ©
Cayos Blancos
Cueva de Saturno ©
Cueva de Saturno

3
nights
Vinales

Vinales ©
Offering a taste of authentic rural life, Vinales remains a small agricultural town, dominated by surrounding low mountain ranges.
Your inner history buff will appreciate Palenque de los Cimarrones and Iglesia del Sagrado Corazon de Jesus. Get a sense of the local culture at Valle de Vinales and Cueva de los Portales. Step out of Vinales with an excursion to Cayo Jutias in Minas de Matahambre--about 54 minutes away. There's much more to do: step off the mainland to explore Cayo Levisa, explore the fascinating underground world of Cuevas de Santo Tomas, and trot along with a tour on horseback.

For more things to do, where to stay, ratings, and more tourist information, refer to the Vinales trip maker .

Drive from Varadero to Vinales in 4.5 hours. Alternatively, you can take a bus. In July, daytime highs in Vinales are 90°F, while nighttime lows are 74°F. Finish up your sightseeing early on the 6th (Sat) so you can go by car to Havana.

Things to do in Vinales

Parks Nature Outdoors

Side Trips

Cueva de los Portales, Cayo Jutias, Cayo Levisa, Cueva del Palmarito
Find places to stay Jul 3 — 6:
Highlights from your plan
Valle de Vinales ©
Valle de Vinales
Cayo Jutias ©
Cayo Jutias
Cayo Levisa ©
Cayo Levisa

17
nights
Havana

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Escape the urban bustle at Las Terrazas Complex and Scuba & Snorkeling. Museum-lovers will get to explore Museum of the Revolution (Museo de la Revolucion) and Museu Nacional de Belas Artes de Cuba. Step out of Havana with an excursion to Casa Museo de Polo Montanez in Las Terrazas--about 1h 30 min away. Next up on the itinerary: appreciate the extensive heritage of El Malecon, contemplate the long history of Old Square (Plaza Vieja), make a trip to Old Havana, and take in the spiritual surroundings of Havana Cathedral.

For where to stay, maps, traveler tips, and more tourist information, refer to the Havana online trip itinerary maker .

Drive from Vinales to Havana in 3 hours. Alternatively, you can take a shuttle; or take a bus. In July, daily temperatures in Havana can reach 90°F, while at night they dip to 72°F. Wrap up your sightseeing on the 23rd (Tue) early enough to travel back home.

Things to do in Havana

Museums Historic Sites Parks

Side Trips

Las Terrazas, Espiritu Santo Church (Iglesia Del Espiritu Santo)
Find places to stay Jul 6 — 23:
Highlights from your plan
Old Havana ©
Old Havana
El Malecon ©
El Malecon
Old Square (Plaza Vieja) ©
Old Square (Plaza Vieja)

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