18 days in Cuba, Jamaica & Colombia Itinerary

18 days in Cuba, Jamaica & Colombia Itinerary

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1
Havana, Cuba
— 3 nights
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2
Cayo Largo, Cuba
— 1 night
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3
Varadero, Cuba
— 1 night
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Montego Bay, Jamaica
— 3 nights
Drive
5
Kingston, Jamaica
— 2 nights
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Cartagena, Colombia
— 1 night
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Bogota, Colombia
— 4 nights
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Havana, Cuba

— 3 nights

Rome of the Caribbean

Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
You'll visit kid-friendly attractions like Malecón of Havana and Old Havana. There's lots more to do: make a trip to El Capitolio, wander the streets of Iglesias de San Francisco de Paula, contemplate the long history of Fortaleza de San Carlos de la Cabana, and explore the landscape on two wheels at CicloCuba.

To see where to stay, reviews, and other tourist information, go to the Havana trip planner.

Manama, Bahrain to Havana is an approximately 24.5-hour flight. The time zone difference when traveling from Manama to Havana is minus 8 hours. Prepare for little chillier weather when traveling from Manama in July: high temperatures in Havana hover around 38°C and lows are around 26°C. Finish up your sightseeing early on the 10th (Sat) so you can catch the flight to Cayo Largo.

Things to do in Havana

Historic Sites · Tours · Museums · Neighborhoods

Cayo Largo, Cuba

— 1 night
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 11th (Sun): tour the pleasant surroundings at Punta Mal Tiempo and then kick back and relax at Playa Paraiso.

To find photos, maps, and tourist information, read Cayo Largo tour planner.

Getting from Havana to Cayo Largo by flight takes about 2.5 hours. Other options: take a bus. In July, daily temperatures in Cayo Largo can reach 37°C, while at night they dip to 28°C. Cap off your sightseeing on the 11th (Sun) early enough to catch the flight to Varadero.

Things to do in Cayo Largo

Parks · Outdoors · Beaches

Varadero, Cuba

— 1 night
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.
Start off your visit on the 12th (Mon): stroll around Josone Park, then raise your glass at Mi Casa Beatles, then kick back and relax at Varadero Beach, and finally take in the spiritual surroundings of Iglesia Santa Elvira.

To find reviews, more things to do, and other tourist information, read Varadero trip planning site.

You can fly from Cayo Largo to Varadero in 2.5 hours. Another option is to take a bus. Traveling from Cayo Largo in July, expect a bit cooler with lows of 25°C in Varadero. Wrap up your sightseeing on the 12th (Mon) early enough to fly to Montego Bay.

Things to do in Varadero

Parks · Outdoors · Beaches · Historic Sites

Montego Bay, Jamaica

— 3 nights
The second largest city in Jamaica, Montego Bay boasts an international airport and a major cruise-line terminal, so it regularly receives a big influx of visitors to the island.
Kids will appreciate attractions like Nature & Wildlife Tours and Martha Brae Rafting Village. There's much more to do: steep yourself in history at Rose Hall Great House, tee off at White Witch Golf Course, browse the different shops at Main Street Jamaica (formerly The Shoppes at Rose Hall), and head outdoors with Outdoor Activities.

For traveler tips, more things to do, other places to visit, and more tourist information, read Montego Bay trip itinerary builder site.

Traveling by flight from Varadero to Montego Bay takes 4.5 hours. Traveling from Varadero in July, you can expect nighttime temperatures to be a bit warmer in Montego Bay, with lows of 29°C. Cap off your sightseeing on the 15th (Thu) early enough to go by car to Kingston.

Things to do in Montego Bay

Outdoors · Wildlife · Tours · Parks

Kingston, Jamaica

— 2 nights
The country's capital, Kingston offers all the excitement of a lively and storied city, while also housing the services and facilities travelers need to get around and see the rest of the island.
On the 16th (Fri), pause for some photo ops at Devon House, stop by Chocolate Dreams, then steep yourself in history at Bob Marley Museum, and finally walk around Emancipation Park. On your second day here, take in the architecture and design of University Of The West Indies - Mona, then make a trip to 41 Fleet Street, and then take in the waterfront activity at Port Royal.

To see maps, reviews, and other tourist information, go to the Kingston road trip planner.

You can drive from Montego Bay to Kingston in 3 hours. Another option is to take a bus. In July, plan for daily highs up to 38°C, and evening lows to 30°C. Finish your sightseeing early on the 17th (Sat) to allow enough time to fly to Cartagena.

Things to do in Kingston

Parks · Historic Sites · Museums · Shopping

Cartagena, Colombia

— 1 night

City of Heroes

The site of the continent's first Spanish colony, Cartagena retains much of its colonial flavor thanks to a World Heritage-listed old town, encircled by old walls and protected by imposing fortresses.
Start off your visit on the 18th (Sun): take in the architecture and atmosphere at Ermita Nuestra Senora De La Candelaria, don't miss a visit to Plaza de Bolivar, then take an in-depth tour of Museo del Oro Zenu, then steep yourself in history at Sanctuary of Saint Peter Claver, and finally make a trip to Castillo de San Felipe de Barajas. On the next day, contemplate in the serene atmosphere at Convent of Santa Cruz de la Popa, make a trip to Plaza Santo Domingo, and then make a trip to Las Bovedas.

For ratings, maps, photos, and more tourist information, refer to the Cartagena sightseeing planner.

Traveling by flight from Kingston to Cartagena takes 7.5 hours. In July in Cartagena, expect temperatures between 38°C during the day and 30°C at night. Wrap up your sightseeing on the 19th (Mon) early enough to fly to Bogota.

Things to do in Cartagena

Historic Sites · Museums

Bogota, Colombia

— 4 nights

Athens of South America

Colombia's heart and soul, Bogota has earned the nickname "Athens of South America" thanks to its abundance of universities, libraries, and lower-level schools.
Family-friendly places like Gold Museum (Museo del Oro) and Catedral de Sal de Zipaquira will thrill your kids. The adventure continues: take your sightseeing to a higher altitude at Monserrate, look for gifts at Vitrina Guayca, examine the collection at Museo Nacional de Colombia, and steep yourself in history at Bolivar Square.

To find traveler tips, more things to do, ratings, and tourist information, read our Bogota travel planner.

Traveling by flight from Cartagena to Bogota takes 3 hours. Alternatively, you can drive; or take a bus. Expect cooler temperatures when traveling from Cartagena in July; daily highs in Bogota reach 21°C and lows reach 10°C. Wrap up your sightseeing by early afternoon on the 23rd (Fri) to allow time for the flight back home.

Things to do in Bogota

Museums · Tours · Historic Sites · Parks

Side Trip

Cuba travel guide

4.4
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.

Jamaica travel guide

4.1
Waterfalls · Beaches · Nightlife
The third most populous English-speaking country in the Americas, Jamaica remains a member of the Commonwealth of Nations, with the British monarch its official head of state. Jamaica tourism thrives thanks to the island nation's reputation for natural beauty, outstanding cuisine, and lively music scene. The country's landscape is as diverse as its population, its tropical climate supporting varied ecosystems that include everything from savannahs to rugged mountain slopes. For most visitors, a holiday in Jamaica is a largely outdoor affair, with hiking, fishing, golfing, camping, snorkeling, horseback riding, and kite surfing among the most popular things to do.

Colombia travel guide

4
Historic Sites · Landmarks · Specialty Museums
Diverse in terms of landscapes, climates, and cultures, Colombia remains one of South America's least explored tourist destinations, overshadowed by its more popular southern neighbors. Combining the best of what the continent has to offer, a vacation in Colombia allows you to blend outdoor adventures with tours of picture-perfect cobblestoned towns dating back to the colonial era. Tourists on a Colombia holiday can easily hop from sun-kissed coastal spots to the hilly coffee-growing region, where thriving plantations quickly give way to a landscape of snow-covered volcanic peaks and the paramo--alpine ecosystems sheltering some of the rarest plants growing above the continuous forest line.