11 days in Caribbean Itinerary

11 days in Caribbean Itinerary

Created using Inspirock Caribbean trip itinerary planner
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Make it your trip
Fly to San Juan, Ferry to Culebra
1
Culebra, Puerto Rico
— 2 nights
Fly
2
Isla de Vieques, Puerto Rico
— 2 nights
Fly
3
Charlotte Amalie, U.S. Virgin Islands
— 2 nights
Taxi to St Thomas - Red Hook, Ferry to Virgin Gorda
4
Virgin Gorda, British Virgin Islands
— 1 night
Fly
5
Simpson Bay, St. Maarten-St. Martin
— 2 nights
Drive to Princess Juliana International Airport, Fly to Belgrade

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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 17th (Fri), stroll through Playa Zoni and then kick back and relax at Playa Tamarindo. Get ready for a full day of sightseeing on the 18th (Sat): stroll through Flamenco Beach.

To find where to stay, traveler tips, more things to do, and other tourist information, refer to the Culebra holiday site.

Belgrade, Serbia to Culebra is an approximately 21-hour combination of flight and ferry. The time zone difference when traveling from Belgrade to Culebra is minus 5 hours. Plan for much warmer temperatures traveling from Belgrade in February, with highs in Culebra at 34°C and lows at 26°C. Wrap up your sightseeing on the 18th (Sat) early enough to fly to Isla de Vieques.
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Outdoors · Beaches · Parks
Find places to stay Feb 16 — 18:

Isla de Vieques, Puerto Rico — 2 nights

Isla Nena

For sixty years until 2003, most of the Isla de Vieques was closed off to the public, with the US Navy using the island's beaches and surrounding waters for drills and testing of new military machinery, such as bombs.
Start off your visit on the 19th (Sun): enjoy the sand and surf at Balneario Sun Bay. On your second day here, tour the pleasant surroundings at Playa Pata Prieta and then tour the pleasant surroundings at Playa Media Luna.

For other places to visit, where to stay, ratings, and tourist information, go to the Isla de Vieques road trip app.

Traveling by flight from Culebra to Isla de Vieques takes 3.5 hours. Alternatively, you can ride a ferry. Expect a daytime high around 33°C in February, and nighttime lows around 26°C. Wrap up your sightseeing on the 20th (Mon) to allow time to fly to Charlotte Amalie.
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Find places to stay Feb 18 — 20:

Charlotte Amalie, U.S. Virgin Islands — 2 nights

Duty-free Capital of the World

One of the most visited cruise ship destinations in the Caribbean, the town of Charlotte Amalie is known around the world for its duty-free jewelry, perfume, and liquor shops.
Kick off your visit on the 21st (Tue): kick back and relax at Trunk Bay Beach and then kick back and relax at Coki Point Beach. Get ready for a full day of sightseeing on the 22nd (Wed): get up close and personal with brilliant marine life at Coral World Ocean Park and then stroll through Magens Bay.

To find reviews, ratings, photos, and tourist information, go to the Charlotte Amalie day trip site.

Fly from Isla de Vieques to Charlotte Amalie in 5 hours. In February in Charlotte Amalie, expect temperatures between 34°C during the day and 26°C at night. Wrap up your sightseeing on the 22nd (Wed) to allow time to travel to Virgin Gorda.
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Side Trips
Find places to stay Feb 20 — 22:

Virgin Gorda, British Virgin Islands — 1 night

Thankfully lacking some of the commercialism of other islands nearby, Virgin Gorda offers a relaxing place to holiday, and maintains a feeling of intimacy despite its reputation as an exclusive destination.
Start off your visit on the 23rd (Thu): explore the striking landscape at The Baths and then enjoy the sand and surf at Spring Bay.

To find other places to visit, where to stay, traveler tips, and other tourist information, you can read our Virgin Gorda vacation planner.

Traveling by combination of taxi and ferry from Charlotte Amalie to Virgin Gorda takes 2.5 hours. Alternatively, you can ride a ferry; or fly. February in Virgin Gorda sees daily highs of 34°C and lows of 28°C at night. Finish your sightseeing early on the 23rd (Thu) so you can fly to Simpson Bay.
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Find places to stay Feb 22 — 23:
Highlights from your trip

Simpson Bay, St. Maarten-St. Martin — 2 nights

Simpson Bay offers luxury resort living and good access to the main areas of the island.
Kick off your visit on the 24th (Fri): enjoy the sand and surf at Great Bay Beach and then enjoy the sand and surf at Orient Bay Beach. On the next day, enjoy the sand and surf at Maho Beach and then stroll through Cupecoy Bay Beach.

For more things to do, traveler tips, photos, and more tourist information, use the Simpson Bay trip maker tool.

You can fly from Virgin Gorda to Simpson Bay in 4.5 hours. In February, daytime highs in Simpson Bay are 33°C, while nighttime lows are 27°C. Wrap up your sightseeing on the 25th (Sat) to allow time to travel back home.
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Side Trips
Find places to stay Feb 23 — 25: