8 days in Caribbean Itinerary

8 days in Caribbean Itinerary

Created using Inspirock Caribbean trip itinerary maker

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1
Culebra, Puerto Rico
— 1 night
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2
Simpson Bay, St. Maarten-St. Martin
— 3 nights
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3
Providenciales, Turks and Caicos
— 2 nights
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4
Punta Cana, Dominican Republic
— 1 night
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S M T W T F S
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Culebra, Puerto Rico

— 1 night

Little Island

With much of Culebra a nature refuge, the tropical island has been protected from overdevelopment, chain hotels, and the cruise set.
Start off your visit on the 17th (Sun): enjoy the sand and surf at Flamenco Beach. Get ready for a full day of sightseeing on the 18th (Mon): enjoy the sand and surf at Playa Punta Soldado Beach, get a new perspective on things with Boat Tours & Water Sports, and then head off the coast to Culebrita.

For more things to do, other places to visit, traveler tips, and more tourist information, read Culebra day trip app.

San Juan to Culebra is an approximately 2-hour flight. You can also do a combination of car and ferry; or do a combination of shuttle and ferry. April in Culebra sees daily highs of 34°C and lows of 28°C at night. Finish your sightseeing early on the 18th (Mon) so you can fly to Simpson Bay.

Things to do in Culebra

Outdoors · Parks · Beaches · Nature

Simpson Bay, St. Maarten-St. Martin

— 3 nights
Simpson Bay offers luxury resort living and good access to the main areas of the island.
Simpson Bay is known for wildlife, adventure, and nightlife. Your trip includes some of its best attractions: enjoy the sand and surf at Maho Beach, make a trip to Frontstreet, stroll through Cupecoy Bay Beach, and hike along Paradise Peak.

To find out how to plan a trip to Simpson Bay, use our trip itinerary maker.

You can fly from Culebra to Simpson Bay in 6.5 hours. In April, plan for daily highs up to 34°C, and evening lows to 28°C. Cap off your sightseeing on the 21st (Thu) early enough to catch the flight to Providenciales.

Things to do in Simpson Bay

Outdoors · Parks · Beaches · Fun & Games

Side Trips

Providenciales, Turks and Caicos

— 2 nights
The most commercialized part of the Turks and Caicos, Providenciales remains the islands' tourism heaven, boasting many resorts, hotel chains, and condominiums.
Start off your visit on the 22nd (Fri): tour the pleasant surroundings at Half Moon Bay, then see the vivid underwater world at Little Water Cay, and then play a few rounds at Provo Golf Club. Get ready for a full day of sightseeing on the next day: contemplate the long history of Cheshire Hall Plantation, tour the pleasant surroundings at Grace Bay Beach, and then take in the dramatic natural features at Smith's Reef.

To see traveler tips, reviews, photos, and more tourist information, you can read our Providenciales route builder site.

Getting from Simpson Bay to Providenciales by flight takes about 9 hours. The time zone changes from Atlantic Standard Time (AST) to Eastern Standard Time (EST), which is usually a -1 hour difference. April in Providenciales sees daily highs of 34°C and lows of 28°C at night. Wrap up your sightseeing on the 23rd (Sat) early enough to fly to Punta Cana.

Things to do in Providenciales

Parks · Outdoors · Beaches · Nature

Side Trip

Punta Cana, Dominican Republic

— 1 night
In an area boasting beaches that face both the Atlantic Ocean and the Caribbean Sea, vacations in Punta Cana have been popular with tourists since the early 1970s.
On the 24th (Sun), look for all kinds of wild species at Happy Dive Center and then stroll through Bavaro Beach.

For reviews and other tourist information, you can read our Punta Cana online trip itinerary planner.

Traveling by flight from Providenciales to Punta Cana takes 5 hours. The time zone difference when traveling from Providenciales to Punta Cana is 1 hour. April in Punta Cana sees daily highs of 35°C and lows of 27°C at night. Finish your sightseeing early on the 24th (Sun) so you can fly back home.

Things to do in Punta Cana

Outdoors · Beaches · Parks · Wildlife