22 days in Caribbean Itinerary

Created using Klarna Trips Caribbean trip itinerary planner
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1
Bridgetown, Barbados
— 3 nights
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2
Basseterre, St. Kitts and Nevis
— 2 nights
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3
English Harbour, Antigua and Barbuda
— 3 nights
Fly to Charlotte Amalie, Ferry to Cruz Bay
4
Cruz Bay, U.S. Virgin Islands
— 3 nights
Ferry
5
East End, U.S. Virgin Islands
— 2 nights
Ferry to Beef Island, Fly to Philipsburg
6
Philipsburg, St. Maarten-St. Martin
— 4 nights
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7
Oranjestad, Aruba
— 4 nights
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Bridgetown, Barbados — 3 nights

Bridgetown is the capital and largest city of Barbados. You'll get in some beach time at Crane Beach and Paynes Bay Beach. Step off the beaten path and head to Rockley Beach and Accra Beach. Next up on the itinerary: see the interesting displays at Barbados Concorde Experience, pause for some serene contemplation at Saint Philip Parish Church, tour the pleasant surroundings at Carlisle Bay, and Head underground at Harrison's Cave..

To find maps, where to stay, reviews, and tourist information, read our Bridgetown route planner.

Dublin, Ireland to Bridgetown is an approximately 14.5-hour flight. The time zone difference moving from Greenwich Mean Time (GMT) to Atlantic Standard Time (AST) is minus 4 hours. Expect warmer temperatures when traveling from Dublin in January; daily highs in Bridgetown reach 34°C and lows reach 27°C. Finish up your sightseeing early on the 16th (Mon) so you can catch the flight to Basseterre.
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Basseterre, St. Kitts and Nevis — 2 nights

Kick off your visit on the 17th (Tue): enjoy the sand and surf at Cockleshell Beach, then get a taste of the local shopping with St Kitts Chocolate Factory, and then see majestic marine mammals with a dolphin and whale watching tour. Keep things going the next day: admire the landmark architecture of Clay Villa Plantation House & Gardens and then steep yourself in history at Brimstone Hill Fortress National Park.

To see reviews, where to stay, photos, and tourist information, use the Basseterre attractions planning site.

Traveling by flight from Bridgetown to Basseterre takes 5 hours. January in Basseterre sees daily highs of 34°C and lows of 26°C at night. Finish your sightseeing early on the 18th (Wed) to allow enough time to fly to English Harbour.
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Find places to stay Jan 16 — 18:
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English Harbour, Antigua and Barbuda — 3 nights

Eschew the tourist crowds and head to Valley Church Beach and Grand Bay Casino. Relax by the water at Darkwood Beach and Turners Beach.

For ratings, photos, reviews, and tourist information, go to the English Harbour trip itinerary site.

Traveling by flight from Basseterre to English Harbour takes 2.5 hours. Expect a daytime high around 32°C in January, and nighttime lows around 26°C. Wrap up your sightseeing on the 21st (Sat) to allow time to travel to Cruz Bay.
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Cruz Bay, U.S. Virgin Islands — 3 nights

Love City

The gateway to the island of Saint John, Cruz Bay represents the island's largest town, port, and commercial center.
We've included these beaches for you: Honeymoon Beach and Trunk Bay Beach. You'll discover tucked-away gems like Salt Pond Bay and Vibe Collection. The adventure continues: kick back and relax at Cinnamon Bay Beach, take a tour by water with Boat Tours & Water Sports, steep yourself in history at Annaberg Sugar Plantation, and tour the pleasant surroundings at Maho Bay Beach.

Plan my day in Cruz Bay using traveler tips and tourist information provided by Klarna Trips.

Do a combination of flight and ferry from English Harbour to Cruz Bay in 5.5 hours. In January, plan for daily highs up to 34°C, and evening lows to 26°C. Finish your sightseeing early on the 24th (Tue) to allow enough time to ride a ferry to East End.
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East End, U.S. Virgin Islands — 2 nights

St.
Kick off your visit on the 25th (Wed): get to know the resident critters at Coral World Ocean Park, then kick back and relax at Lindqvist Beach, and then kick back and relax at Sapphire Beach. Keep things going the next day: kick back and relax at Honeymoon Beach, stop by House of Rajah Jewelers, then get engrossed in the history at St. Thomas Historical Trust Museum, and finally get interesting insight from Tours.

To see photos, ratings, where to stay, and other tourist information, use the East End travel route planner.

You can ride a ferry from Cruz Bay to East End in an hour. In January, plan for daily highs up to 34°C, and evening lows to 26°C. Wrap up your sightseeing on the 26th (Thu) to allow time to travel to Philipsburg.
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Philipsburg, St. Maarten-St. Martin — 4 nights

Take a trip to Philipsburg, the capital of Sint Maarten, and enjoy dynamic nightlife and great shopping.
You'll explore the less-touristy side of things at Grand Jewelers and Little Bay Beach. You'll enjoy a bit of beach vacationing at Happy Bay Beach and Great Bay Beach. The adventure continues: enjoy the sand and surf at Le Galion Beach, don't miss a visit to Boardwalk, stroll through Friar's Bay, and step off the mainland to explore Pinel Island.

For maps, other places to visit, where to stay, and tourist information, use the Philipsburg trip itinerary maker website.

Traveling by combination of ferry and flight from East End to Philipsburg takes 4 hours. Alternatively, you can do a combination of taxi and flight; or do a combination of taxi, flight, and ferry. In January, plan for daily highs up to 33°C, and evening lows to 28°C. Finish your sightseeing early on the 30th (Mon) to allow enough time to fly to Oranjestad.
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Oranjestad, Aruba — 4 nights

When vacationing on Aruba, don't miss taking a tour of Oranjestad, the capital of the small Caribbean island.
Step off the beaten path and head to Boca Cataavlina and Ayo Rock Formations. And it doesn't end there: relax and rejuvenate at some of the best spas, see some colorful creatures with Aruba Bob Snorkel & Scuba, look for gifts at Kay's Fine Jewelry, and take in the dramatic natural features at Natural Pool.

To find photos, other places to visit, reviews, and more tourist information, refer to the Oranjestad trip builder website.

You can fly from Philipsburg to Oranjestad in 7.5 hours. In January, daytime highs in Oranjestad are 35°C, while nighttime lows are 28°C. Cap off your sightseeing on the 3rd (Fri) early enough to catch the flight back home.
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Find places to stay Jan 30 — Feb 3:
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