14 days in United States & Caribbean Itinerary

14 days in United States & Caribbean Itinerary

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14 days in United States & Caribbean Itinerary

Start: Dubai, United Arab Emirates
Fly:  15 h 45 min
1
New York City, United States
— 2 nights
Fly:  7 h 15 min
2
Ocho Rios, Jamaica
— 1 night
Bus:  1 h 30 min
3
Montego Bay, Jamaica
— 2 nights
Bus + Fly:  5 h
4
Varadero, Cuba
— 1 night
Drive:  2 h
5
Havana, Cuba
— 3 nights
Fly:  7 h
6
Bridgetown, Barbados
— 2 nights
Fly:  19 h 30 min
End: Dubai, United Arab Emirates

2
nights
New York City, United States

New York City ©
Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Get ready for a full day of sightseeing on the next day: make a trip to 9/11 Memorial and then go for a walk through Central Park.

To find ratings, where to stay, more things to do, and other tourist information, refer to the New York City trip itinerary planning website.

Dubai, United Arab Emirates to New York City is an approximately 16- hour flight. You can also do a combination of flight and bus; or do a combination of bus and flight. Due to the time zone difference, you'll gain 9 hours traveling from Dubai to New York City. Expect much colder temperatures when traveling from Dubai in May; daily highs in New York City reach 24°C and lows reach 15°C. Wrap up your sightseeing on the 16th (Sat) to allow time to travel to Ocho Rios.

Things to do in New York City

Parks Museums Historic Sites
Highlights from your plan
Central Park ©
Central Park
Empire State Building ©
Empire State Building
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art

1
night
Ocho Rios, Jamaica

Ocho Rios ©
A trip to Ocho Rios, the tourist hub of Saint Ann Parish, offers travelers a staggering amount of activities and cultural attractions.
Kick off your visit on the 17th (Sun): admire the sheer force of Blue Hole, admire the sheer force of Dunn's River Falls and Park, and then relax and float downstream with a rafting and tubing tour.

To find photos, other places to visit, ratings, and other tourist information, go to the Ocho Rios day trip site.

Getting from New York City to Ocho Rios by flight takes about 7.5 hours. Other options: do a combination of flight and bus; or do a combination of train, flight, and bus. Expect somewhat warmer weather when traveling from New York City in May: highs in Ocho Rios hover around 37°C, while lows dip to 29°C. Wrap up your sightseeing on the 18th (Mon) to allow time to take a bus to Montego Bay.

Things to do in Ocho Rios

Parks Nature Adventure
Highlights from your plan
Dunn's River Falls and Park ©
Dunn's River Falls and Park
River Rafting & Tubing

2
nights
Montego Bay, Jamaica

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.
You'll find plenty of places to visit near Montego Bay: Mayfield Falls Jamaica (Original) (in Pennycooke) and Negril (Negril Cliffs & Seven Mile Beach). And it doesn't end there: contemplate the long history of Rose Hall Great House, get a dose of the wild on a nature and wildlife tour, and get a new perspective on things with Boat Tours & Water Sports.

To see more things to do, other places to visit, ratings, and other tourist information, read our Montego Bay trip itinerary maker tool.

Traveling by bus from Ocho Rios to Montego Bay takes 1.5 hours. Alternatively, you can drive. In May, daytime highs in Montego Bay are 38°C, while nighttime lows are 28°C. On the 20th (Wed), wrap the sightseeing up by early afternoon so you can travel to Varadero.

Things to do in Montego Bay

Outdoors Parks Tours

Side Trips

Negril, Mayfield Falls Jamaica (Original)
Highlights from your plan
Nature & Wildlife Tours
Seven Mile Beach ©
Seven Mile Beach
Mayfield Falls Jamaica (Original)
Mayfield Falls Jamaica (Original)

1
night
Varadero, Cuba

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.
Kick off your visit on the 21st (Thu): walk around Josone Park, then kick back and relax at Varadero Beach, then explore the fascinating underground world of Cueva de Saturno, and finally see the interesting displays at House of Rum.

To see more things to do, traveler tips, reviews, and tourist information, read our Varadero tour itinerary builder website.

Traveling by flight from Montego Bay to Varadero takes 5 hours. Alternatively, you can do a combination of flight and train. Traveling from Montego Bay in May, expect a bit cooler with lows of 23°C in Varadero. Finish your sightseeing early on the 21st (Thu) to allow enough time to drive to Havana.

Things to do in Varadero

Parks Beaches Outdoors
Highlights from your plan
Varadero Beach ©
Varadero Beach
Josone Park ©
Josone Park
Cueva de Saturno ©
Cueva de Saturno

3
nights
Havana, Cuba

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, nightlife, and museums. Your plan includes some of its best attractions: don't miss a visit to Malecón of Havana, get engrossed in the history at Museum of the Revolution (Museo de la Revolucion), contemplate the long history of El Morro, and take a stroll through Christopher Columbus Cemetery (Cemetario de Colon).

To see other places to visit and tourist information, read our Havana trip planner.

Traveling by car from Varadero to Havana takes 2 hours. Alternatively, you can take a shuttle; or do a combination of taxi and train. Expect a daytime high around 36°C in May, and nighttime lows around 24°C. Wrap up your sightseeing on the 24th (Sun) early enough to travel to Bridgetown.

Things to do in Havana

Historic Sites Museums Neighborhoods
Highlights from your plan
Malecón of Havana ©
Malecón of Havana
El Capitolio ©
El Capitolio
Plaza de la Catedral ©
Plaza de la Catedral

2
nights
Bridgetown, Barbados

Bridgetown ©
Bridgetown is the capital and largest city of Barbados. Kick off your visit on the 25th (Mon): brush up on your knowledge of spirits at Mount Gay Visitor Centre, then admire the natural beauty at Hunte's Gardens, and then see some colorful creatures with a scuba or snorkeling tour. On your second day here, steep yourself in history at Andromeda Botanic Gardens, enjoy the sand and surf at Bottom Bay, and then stroll through Carlisle Bay.

To find traveler tips, where to stay, and tourist information, refer to the Bridgetown day trip planner.

Traveling by flight from Havana to Bridgetown takes 7 hours. Due to the time zone difference, you'll lose 1 hour traveling from Havana to Bridgetown. Traveling from Havana in May, you can expect nighttime temperatures to be a bit warmer in Bridgetown, with lows of 29°C. Wrap up your sightseeing on the 26th (Tue) to allow time to travel back home.

Things to do in Bridgetown

Parks Outdoors Beaches

Side Trips

Saint Joseph Parish, Bottom Bay
Highlights from your plan
Hunte's Gardens ©
Hunte's Gardens
Bottom Bay ©
Bottom Bay
Andromeda Botanic Gardens ©
Andromeda Botanic Gardens

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