7 days in Caribbean Itinerary

7 days in Caribbean Itinerary

Created using Inspirock Caribbean trip planner

Make it your trip
Fly
1
Simpson Bay, St. Maarten-St. Martin
— 1 night
Fly to Charlotte Amalie, Ferry to Cruz Bay
2
Cruz Bay, U.S. Virgin Islands
— 2 nights
Ferry
3
Culebra, Puerto Rico
— 2 nights
Fly
4
Punta Cana, Dominican Republic
— 1 night
Fly

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Simpson Bay, St. Maarten-St. Martin

— 1 night
Simpson Bay offers luxury resort living and good access to the main areas of the island.
Start off your visit on the 2nd (Fri): enjoy the sand and surf at Maho Beach and then enjoy the sand and surf at Mullet Bay Beach. On the 3rd (Sat), you'll have a packed day of sightseeing: take a memorable tour with Tours, then enjoy the sand and surf at Orient Bay Beach, and then tour the pleasant surroundings at Paradise Peak.

For reviews, photos, other places to visit, and tourist information, use the Simpson Bay trip builder.

New York City, USA to Simpson Bay is an approximately 7.5-hour flight. The time zone difference when traveling from New York City to Simpson Bay is 1 hour. Traveling from New York City in April, expect Simpson Bay to be much warmer, temps between 84°F and 75°F. Cap off your sightseeing on the 3rd (Sat) early enough to travel to Cruz Bay.

Things to do in Simpson Bay

Outdoors · Parks · Beaches · Nature

Side Trips

Cruz Bay, U.S. Virgin Islands

— 2 nights

Love City

The gateway to the island of Saint John, Cruz Bay represents the island's largest town, port, and commercial center.
On the 4th (Sun), admire nature's wide array of creatures at Coral World Ocean Park and then enjoy the sand and surf at Magens Bay. Here are some ideas for day two: don't miss a visit to Annaberg Sugar Plantation, then enjoy the sand and surf at Trunk Bay Beach, and then enjoy the sand and surf at Caneel Bay Beach.

For maps, more things to do, photos, and more tourist information, go to the Cruz Bay trip itinerary site.

Traveling by combination of flight and ferry from Simpson Bay to Cruz Bay takes 4.5 hours. April in Cruz Bay sees daily highs of 85°F and lows of 76°F at night. Cap off your sightseeing on the 5th (Mon) early enough to catch the ferry to Culebra.

Things to do in Cruz Bay

Parks · Beaches · Outdoors · Zoos & Aquariums

Side Trips

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 6th (Tue): kick back and relax at Zoni Beach, then step off the mainland to explore Culebrita, and then visit a coastal fixture at Culebrita Lighthouse. Get ready for a full day of sightseeing on the next day: kick back and relax at Flamenco Beach.

To see other places to visit, reviews, photos, and more tourist information, read our Culebra route website.

Traveling by ferry from Cruz Bay to Culebra takes 2.5 hours. In April, daytime highs in Culebra are 85°F, while nighttime lows are 76°F. Cap off your sightseeing on the 7th (Wed) early enough to travel to Punta Cana.

Things to do in Culebra

Parks · Beaches · Outdoors · Nature

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 8th (Thu), examine the collection at Aromas Museum and then enjoy the sand and surf at Bavaro Beach.

For more things to do, ratings, and tourist information, read our Punta Cana trip itinerary maker tool.

Fly from Culebra to Punta Cana in 6.5 hours. Alternatively, you can do a combination of ferry, taxi, and bus; or do a combination of ferry, taxi, shuttle, and bus. April in Punta Cana sees daily highs of 86°F and lows of 74°F at night. Wrap up your sightseeing on the 8th (Thu) early enough to travel back home.

Things to do in Punta Cana

Parks · Beaches · Outdoors · Museums