9 days in Caribbean Itinerary

Created using Inspirock Caribbean planner
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Fly
1
Providenciales, Turks and Caicos
— 1 night
Fly
2
Santo Domingo, Dominican Republic
— 1 night
Shuttle
3
Punta Cana, Dominican Republic
— 2 nights
Fly
4
Willemstad, Curacao
— 1 night
Fly to St Maarten, Ferry to Shoal Bay Village
5
Shoal Bay Village, Anguilla
— 1 night
Fly
6
Culebra, Puerto Rico
— 2 nights
Fly

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Providenciales, Turks and Caicos — 1 night

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 8th (Sun): stroll through Coral Gardens Reef and then enjoy the sand and surf at Leeward Beach. Get ready for a full day of sightseeing on the 9th (Mon): play a few rounds at Royal Turks and Caicos Golf Club and then enjoy the sand and surf at Grace Bay Beach.

For ratings, other places to visit, photos, and tourist information, refer to the Providenciales day trip tool.

New York City, USA to Providenciales is an approximately 7.5-hour flight. Expect much hotter temperatures when traveling from New York City in January; daily highs in Providenciales reach 82°F and lows reach 74°F. Finish your sightseeing early on the 9th (Mon) so you can fly to Santo Domingo.
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Outdoors · Parks · Beaches · Golf
Find places to stay Jan 8 — 9:

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 10th (Tue): steep yourself in history at Fortaleza Ozama, appreciate the history behind Columbus Lighthouse (Faro A Colon), then pause for some serene contemplation at Basilica Cathedral of Santa Maria la Menor, and finally step into the grandiose world of Alcazar de Colon.

To see more things to do, other places to visit, traveler tips, and tourist information, read Santo Domingo road trip planning app.

You can fly from Providenciales to Santo Domingo in 5 hours. The time zone difference moving from Eastern Standard Time to Atlantic Standard Time is 1 hour. Cap off your sightseeing on the 10th (Tue) early enough to catch the shuttle to Punta Cana.
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Historic Sites · Museums
Find places to stay Jan 9 — 10:

Punta Cana, Dominican Republic — 2 nights

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.
Kick off your visit on the 11th (Wed): whizz through the canopy at some of the top local zipline courses and adventure parks, then discover the deep blue sea with Aqua Track Private Day Trips, and then look for gifts at HARRISON'S Fine Caribbean Jewelers. Here are some ideas for day two: enjoy the sand and surf at Bavaro Beach and then don't miss a visit to Jesus Maestro Parish.

To find reviews, traveler tips, other places to visit, and more tourist information, you can read our Punta Cana online sightseeing planner.

Getting from Santo Domingo to Punta Cana by shuttle takes about 2 hours. Other options: drive; or fly. Expect a daytime high around 83°F in January, and nighttime lows around 71°F. Wrap up your sightseeing on the 12th (Thu) early enough to fly to Willemstad.
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Outdoors · Tours · Adventure · Parks
Find places to stay Jan 10 — 12:

Willemstad, Curacao — 1 night

Willemstad is the capital city of Curaçao, an island in the southern Caribbean Sea that forms a constituent country of the Kingdom of the Netherlands. Kick off your visit on the 13th (Fri): see the interesting displays at Mikve Israel-Emanuel Synagogue, then snap pictures at Queen Emma Pontoon Bridge, and then kick back and relax at Mambo Beach.

For more things to do, where to stay, other places to visit, and more tourist information, read our Willemstad tour itinerary site.

You can fly from Punta Cana to Willemstad in 4.5 hours. In January, daytime highs in Willemstad are 85°F, while nighttime lows are 75°F. Wrap up your sightseeing on the 13th (Fri) early enough to travel to Shoal Bay Village.
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Parks · Beaches · Outdoors · Museums
Side Trip
Find places to stay Jan 12 — 13:

Shoal Bay Village, Anguilla — 1 night

Kick off your visit on the 14th (Sat): explore the activities along Maundays Bay and then enjoy the sand and surf at Shoal Bay.

Find out how to plan Shoal Bay Village trip without stress by asking Inspirock to help create an itinerary.

Do a combination of flight and ferry from Willemstad to Shoal Bay Village in 6 hours. Alternatively, you can do a combination of flight, ferry, and taxi; or fly. In January in Shoal Bay Village, expect temperatures between 83°F during the day and 72°F at night. Finish your sightseeing early on the 14th (Sat) to allow enough time to fly to Culebra.
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Parks · Beaches · Outdoors · Nature
Side Trip
Find places to stay Jan 13 — 14:

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.
Kick off your visit on the 15th (Sun): stroll through Flamenco Beach. Get ready for a full day of sightseeing on the 16th (Mon): step off the mainland to explore Culebrita.

For traveler tips, other places to visit, ratings, and other tourist information, you can read our Culebra trip itinerary builder site.

Fly from Shoal Bay Village to Culebra in 7.5 hours. In January in Culebra, expect temperatures between 84°F during the day and 73°F at night. On the 16th (Mon), wrap the sightseeing up by early afternoon so you can fly back home.
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Parks · Beaches · Outdoors · Nature
Find places to stay Jan 14 — 16:
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