22 days in Caribbean Itinerary

22 days in Caribbean Itinerary

Created using Inspirock Caribbean trip itinerary maker

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1
Kralendijk, Bonaire
— 3 nights
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2
Bridgetown, Barbados
— 2 nights
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3
English Harbour, Antigua and Barbuda
— 2 nights
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4
Philipsburg, St. Maarten-St. Martin
— 3 nights
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5
Culebra, Puerto Rico
— 2 nights
Fly to Vieques, Drive to Isla de Vieques
6
Isla de Vieques, Puerto Rico
— 2 nights
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7
Santo Domingo, Dominican Republic
— 2 nights
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8
Providenciales, Turks and Caicos
— 2 nights
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9
Havana, Cuba
— 3 nights
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Kralendijk, Bonaire

— 3 nights
The capital city and main port Bonaire, Kralendijk possesses a rich and varied history and natural heritage to explore on an adventurous and diverse itinerary.
Kralendijk is known for wildlife, adventure, and parks. Your plan includes some of its best attractions: step off the mainland to explore Klein Bonaire, meet the residents at Donkey Sanctuary Bonaire, see some colorful creatures with GOOODive Bonaire, and head outdoors with Landsailing Adventures.

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

Bogota, Colombia to Kralendijk is an approximately 8-hour flight. Traveling from Bogota to Kralendijk, you'll lose 1 hour due to the time zone difference. While traveling from Bogota, expect a bit warmer days and much warmer nights in Kralendijk, ranging from highs of 34°C to lows of 28°C. On the 9th (Tue), wrap the sightseeing up by early afternoon so you can travel to Bridgetown.

Things to do in Kralendijk

Parks · Nature · Outdoors · Wildlife

Side Trips

Bridgetown, Barbados

— 2 nights
Bridgetown is the capital and largest city of Barbados. On the 10th (Wed), contemplate the long history of Andromeda Botanic Gardens, then admire the natural beauty at Hunte's Gardens, then explore the fascinating underground world of Harrison's Cave., and finally get interesting insight from Tours. Here are some ideas for day two: admire the natural beauty at Welchman Hall Gully, kick back and relax at Bottom Bay, explore the activities along Foul Bay, then see the interesting displays at Sunbury Plantation House, and finally enjoy breathtaking views from Gun Hill Signal Station.

To find maps, ratings, other places to visit, and tourist information, read our Bridgetown day trip tool.

Traveling by flight from Kralendijk to Bridgetown takes 9.5 hours. In February, daytime highs in Bridgetown are 34°C, while nighttime lows are 27°C. Finish your sightseeing early on the 11th (Thu) to allow enough time to travel to English Harbour.

Things to do in Bridgetown

Parks · Outdoors · Tours · Nature

Side Trips

English Harbour, Antigua and Barbuda

— 2 nights
Start off your visit on the 12th (Fri): explore the striking landscape of Nelson's Dockyard. Get ready for a full day of sightseeing on the next day: steep yourself in history at Shirley Heights and then stroll through Dickenson Bay.

To find where to stay, reviews, and other tourist information, use the English Harbour tour itinerary site.

Traveling by flight from Bridgetown to English Harbour takes 6 hours. In February, daytime highs in English Harbour are 32°C, while nighttime lows are 26°C. Finish up your sightseeing early on the 13th (Sat) so you can travel to Philipsburg.

Things to do in English Harbour

Parks · Nature · Outdoors · Beaches

Side Trip

Philipsburg, St. Maarten-St. Martin

— 3 nights
Take a trip to Philipsburg, the capital of Sint Maarten, and enjoy dynamic nightlife and great shopping.
When in Philipsburg, make a side trip to see Cupecoy Bay Beach in Cupecoy Bay, approximately Cupecoy Bay away. Next up on the itinerary: enjoy the sand and surf at Maho Beach, tour the pleasant surroundings at Orient Bay Beach, examine the collection at Yoda Guy Movie Exhibit, and look for gifts at Natural Elements.

To see photos, maps, ratings, and tourist information, read Philipsburg trip planner.

Traveling by flight from English Harbour to Philipsburg takes 3.5 hours. February in Philipsburg sees daily highs of 33°C and lows of 27°C at night. Wrap up your sightseeing on the 16th (Tue) early enough to travel to Culebra.

Things to do in Philipsburg

Parks · Outdoors · Beaches · Fun & Games

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.
Start off your visit on the 17th (Wed): kick back and relax at Playa Punta Soldado Beach and then enjoy the sand and surf at Flamenco Beach. Get ready for a full day of sightseeing on the next day: visit a coastal fixture at Culebrita Lighthouse, step off the mainland to explore Culebrita Island, and then kick back and relax at Zoni Beach.

For reviews, ratings, and tourist information, read our Culebra holiday builder website.

You can fly from Philipsburg to Culebra in 5.5 hours. In February in Culebra, expect temperatures between 34°C during the day and 26°C at night. Finish your sightseeing early on the 18th (Thu) so you can travel to Isla de Vieques.

Things to do in Culebra

Parks · Outdoors · Beaches · Historic Sites

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 (Fri): take a leisurely stroll along Malecon and then contemplate the waterfront views at Sun Bay Beach. On the 20th (Sat), you'll have a packed day of sightseeing: kick back and relax at Media Luna Beach, then take in the waterfront at Mosquito Pier, and then stroll through Vieques National Wildlife Refuge.

To find out how to plan a trip to Isla de Vieques, use our trip itinerary maker.

Getting from Culebra to Isla de Vieques by combination of flight and car takes about 4 hours. Other options: ride a ferry. In February, daytime highs in Isla de Vieques are 33°C, while nighttime lows are 26°C. Finish your sightseeing early on the 20th (Sat) so you can travel to Santo Domingo.

Things to do in Isla de Vieques

Parks · Outdoors · Beaches · Nature

Santo Domingo, Dominican Republic

— 2 nights
Santo Domingo, the capital of the Dominican Republic, remains the oldest continuously inhabited settlement in the New World.
Start off your visit on the 21st (Sun): pause for some photo ops at Columbus Lighthouse (Faro A Colon), steep yourself in history at Fortaleza Ozama, steep yourself in history at Alcazar de Colon, then take in the architecture and atmosphere at Basilica Cathedral of Santa Maria la Menor, and finally take some stellar pictures from Santo Domingo Skyline. Keep things going the next day: explore the ancient world of Monasterio de San Francisco and then don't miss a visit to Zona Colonial.

For ratings, more things to do, other places to visit, and more tourist information, read our Santo Domingo trip app.

Fly from Isla de Vieques to Santo Domingo in 5.5 hours. Alternatively, you can do a combination of ferry and taxi. Finish your sightseeing early on the 22nd (Mon) so you can travel to Providenciales.

Things to do in Santo Domingo

Historic Sites · Museums

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 23rd (Tue): relax and rejuvenate at Glow Fitness TCI, then tee off at Provo Golf Club, and then enjoy the sand and surf at Grace Bay Beach. Keep things going the next day: contemplate the waterfront views at Sapodilla Bay Beach, explore the striking landscape at Smith's Reef, and then steep yourself in history at Cheshire Hall Plantation.

To see maps, reviews, where to stay, and more tourist information, go to the Providenciales trip itinerary planner.

Traveling by flight from Santo Domingo to Providenciales takes 4.5 hours. The time zone difference moving from Atlantic Standard Time to Eastern Standard Time is minus 1 hour. In February in Providenciales, expect temperatures between 32°C during the day and 27°C at night. Finish your sightseeing early on the 24th (Wed) to allow enough time to travel to Havana.

Things to do in Providenciales

Parks · Outdoors · Nature · Beaches

Side Trip

Havana, Cuba

— 3 nights

Rome of the Caribbean

Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Havana is known for historic sites, nightlife, and museums. Your plan includes some of its best attractions: get to know the fascinating history of Malecón of Havana, steep yourself in history at Old Square (Plaza Vieja), make a trip to Plaza de la Catedral, and contemplate in the serene atmosphere at Havana Cathedral.

To see reviews, photos, more things to do, and more tourist information, refer to the Havana online journey maker.

Fly from Providenciales to Havana in 7.5 hours. Traveling from Providenciales in February, plan for a bit cooler nights in Havana, with lows around 19°C. Wrap up your sightseeing by early afternoon on the 27th (Sat) to allow enough time to travel back home.

Things to do in Havana

Historic Sites · Museums · Neighborhoods