6 days in Caribbean Itinerary

6 days in Caribbean Itinerary

Created using Inspirock Caribbean journey planner

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1
Culebra, Puerto Rico
— 2 nights
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2
Simpson Bay, St. Maarten-St. Martin
— 1 night
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3
Santo Domingo, Dominican Republic
— 1 night
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4
Havana, Cuba
— 1 night
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S M T W T F S
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27
28
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1

Culebra, Puerto Rico

— 2 nights

Little Island

With much of Culebra a nature refuge, the tropical island has been protected from overdevelopment, chain hotels, and the cruise set.
On the 27th (Tue), stroll through Flamenco Beach. Keep things going the next day: kick back and relax at Playa Punta Soldado Beach, then take a tour by water with Boat Tours & Water Sports, and then head off the coast to Culebrita Island.

To find ratings, traveler tips, where to stay, and tourist information, read our Culebra trip tool.

Salt Lake City, USA to Culebra is an approximately 14-hour flight. The time zone difference when traveling from Salt Lake City to Culebra is 3 hours. Expect warmer temperatures when traveling from Salt Lake City in April; daily highs in Culebra reach 85°F and lows reach 76°F. Cap off your sightseeing on the 28th (Wed) early enough to catch the flight to Simpson Bay.

Things to do in Culebra

Parks · Outdoors · Beaches · Nature

Simpson Bay, St. Maarten-St. Martin

— 1 night
Simpson Bay offers luxury resort living and good access to the main areas of the island.
Kick off your visit on the 29th (Thu): enjoy the sand and surf at Maho Beach, explore the activities along Mullet Bay Beach, and then try to win big at Casino Royale.

To see traveler tips, ratings, maps, and other tourist information, read our Simpson Bay road trip planner.

Traveling by flight from Culebra to Simpson Bay takes 5.5 hours. In April, plan for daily highs up to 84°F, and evening lows to 75°F. Finish up your sightseeing early on the 29th (Thu) so you can travel to Santo Domingo.

Things to do in Simpson Bay

Parks · Outdoors · Casinos · Beaches

Side Trips

Santo Domingo, Dominican Republic

— 1 night
Santo Domingo, the capital of the Dominican Republic, remains the oldest continuously inhabited settlement in the New World.
Kick off your visit on the 30th (Fri): contemplate the long history of Fortaleza Ozama, take in the architecture and atmosphere at Basilica Cathedral of Santa Maria la Menor, then explore the historical opulence of Alcazar de Colon, and finally pause for some photo ops at Columbus Lighthouse (Faro A Colon).

To see traveler tips, ratings, and other tourist information, read our Santo Domingo road trip website.

You can fly from Simpson Bay to Santo Domingo in 4.5 hours. Cap off your sightseeing on the 30th (Fri) early enough to travel to Havana.

Things to do in Santo Domingo

Historic Sites · Museums

Havana, Cuba

— 1 night

Rome of the Caribbean

Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
On the 1st (Sat), contemplate the long history of Old Square (Plaza Vieja), don't miss a visit to Plaza de la Catedral, and then appreciate the extensive heritage of Malecón of Havana.

To find more things to do, other places to visit, and other tourist information, read our Havana day trip website.

Traveling by flight from Santo Domingo to Havana takes 5.5 hours. Due to the time zone difference, you'll gain 1 hour traveling from Santo Domingo to Havana. In April, plan for daily highs up to 87°F, and evening lows to 67°F. Finish your sightseeing early on the 1st (Sat) so you can travel back home.

Things to do in Havana

Historic Sites