30 days in Caribbean Itinerary

Created using Inspirock Caribbean attractions planner
Make it your trip
Fly
1
Bridgetown, Barbados
— 4 nights
Fly
2
Deshaies, Guadeloupe
— 2 nights
Fly to Marigot, Shuttle to Simpson Bay
3
Simpson Bay, St. Maarten-St. Martin
— 2 nights
Fly to Beef Island, Ferry to East End
4
East End, U.S. Virgin Islands
— 3 nights
Ferry
5
Cruz Bay, U.S. Virgin Islands
— 4 nights
Ferry to Red Hook, St Thomas, Fly to Isla de Vieques
6
Isla de Vieques, Puerto Rico
— 2 nights
Fly
7
Bayahibe, Dominican Republic
— 2 nights
Drive
8
Santo Domingo, Dominican Republic
— 4 nights
Fly
9
Oranjestad, Aruba
— 3 nights
Fly
10
West Bay, Cayman Islands
— 3 nights
Drive to Owen Roberts International Airport, Fly to Albuquerque

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Bridgetown, Barbados — 4 nights

Bridgetown is the capital and largest city of Barbados. Step off the beaten path and head to Crane Beach and George Washington House. Get some cultural insight at Garrison Savannah and Barbados Concorde Experience. Step out of Bridgetown to go to Saint Peter Parish and see St. Nicholas Abbey, which is approximately 36 minutes away. There's still lots to do: take in nature's colorful creations at Welchman Hall Gully, enjoy the sand and surf at Bathsheba Beach, tour the pleasant surroundings at Carlisle Bay, and discover the deep blue sea with a scuba or snorkeling tour.

To see reviews, photos, traveler tips, and tourist information, you can read our Bridgetown trip planner.

Albuquerque, USA to Bridgetown is an approximately 14.5-hour flight. Due to the time zone difference, you'll lose 3 hours traveling from Albuquerque to Bridgetown. When traveling from Albuquerque in March, plan for a bit warmer days and warmer nights in Bridgetown: temperatures range from 85°F by day to 75°F at night. Finish your sightseeing early on the 21st (Tue) so you can fly to Deshaies.
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Find places to stay Mar 17 — 21:
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Deshaies, Guadeloupe — 2 nights

The sleepy town of Deshaies walks the line between tradition and development, possessing an international feel while also sticking true to its island roots.
Start off your visit on the 22nd (Wed): get interesting insight from Tours, admire the natural beauty at Habitation Cote Sous-le-Vent, and then kick back and relax at Plage de Grande Anse. Keep things going the next day: stroll through Plage de la Perle, then contemplate the long history of Fort Fleur d'Epee, then get engrossed in the history at Memorial Acte, and finally take in the architecture and atmosphere at Eglise de Massabielle.

To see where to stay, more things to do, photos, and other tourist information, refer to the Deshaies tour planner.

Getting from Bridgetown to Deshaies by flight takes about 4.5 hours. Plan for little chillier nights when traveling from Bridgetown in March since evenings lows in Deshaies dip to 70°F. Wrap up your sightseeing on the 23rd (Thu) to allow time to travel to Simpson Bay.
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Find places to stay Mar 21 — 23:
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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): view the masterpieces at Artcraftcafe Gallery, then take a memorable tour with Tours, then examine the collection at Yoda Guy Movie Exhibit, and finally kick back and relax at Great Bay Beach. Here are some ideas for day two: contemplate the waterfront views at Mullet Bay Beach, discover the deep blue sea with a scuba or snorkeling tour, and then stop by Caribbean Gems.

To find more things to do, traveler tips, photos, and tourist information, read Simpson Bay travel planner.

You can do a combination of flight and shuttle from Deshaies to Simpson Bay in 4 hours. March in Simpson Bay sees daily highs of 83°F and lows of 75°F at night. Finish up your sightseeing early on the 25th (Sat) so you can travel to East End.
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Find places to stay Mar 23 — 25:
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East End, U.S. Virgin Islands — 3 nights

St.
St. Thomas Historical Trust Museum and Market Square are good opportunities to explore the local culture. You'll explore the less-touristy side of things at Honeymoon Beach and Morningstar Beach. The adventure continues: kick back and relax at Secret Harbour, look for gifts at Kay's Fine Jewelry, stroll through Sapphire Beach, and get a dose of the wild on The VI Cat.

For reviews, more things to do, maps, and tourist information, use the East End trip itinerary tool.

Traveling by combination of flight and ferry from Simpson Bay to East End takes 5 hours. Alternatively, you can do a combination of flight and taxi; or do a combination of ferry, flight, and taxi. In March in East End, expect temperatures between 84°F during the day and 73°F at night. Finish up your sightseeing early on the 28th (Tue) so you can catch the ferry to Cruz Bay.
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Find places to stay Mar 25 — 28:
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Cruz Bay, U.S. Virgin Islands — 4 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 Salt Pond Bay. You'll discover tucked-away gems like Hawksnest Beach and Nature & Wildlife Tours. And it doesn't end there: make a trip to Annaberg Sugar Plantation, enjoy the sand and surf at Trunk Bay Beach, discover the deep blue sea with a scuba or snorkeling tour, and stroll through Cinnamon Bay Beach.

To find more things to do, other places to visit, where to stay, and more tourist information, refer to the Cruz Bay trip app.

You can ride a ferry from East End to Cruz Bay in an hour. In March, daytime highs in Cruz Bay are 84°F, while nighttime lows are 73°F. Finish your sightseeing early on the 1st (Sat) to allow enough time to travel to Isla de Vieques.
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Find places to stay Mar 28 — Apr 1:
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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.
Kick off your visit on the 2nd (Sun): kick back and relax at Playa Caracas and then enjoy the sand and surf at Playa La Chiva. On the next day, explore the ancient world of El Hombre de Puerto Ferro, find your balance on the water with some of the best stand-up paddleboarding in the area, and then trot along with a tour on horseback.

To find traveler tips, ratings, and other tourist information, read our Isla de Vieques trip planning tool.

Do a combination of ferry and flight from Cruz Bay to Isla de Vieques in 5.5 hours. In April, daytime highs in Isla de Vieques are 85°F, while nighttime lows are 75°F. Finish up your sightseeing early on the 3rd (Mon) so you can catch the flight to Bayahibe.
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Find places to stay Apr 1 — 3:
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Bayahibe, Dominican Republic — 2 nights

Located on the shore of the Caribbean Sea, the town of Bayahibe has grown from a fishing village into a bona fide tourist destination, with visitors mainly drawn to the many dive sites just off the coast.
On the 4th (Tue), kick back and relax at Public Beach Playa Dominicus and then see some colorful creatures with a scuba or snorkeling tour. Get ready for a full day of sightseeing on the 5th (Wed): surround yourself with nature on a nature and wildlife tour, then walk around Parque Central Duarte, then get to know the fascinating history of Altos de Chavon, and finally get engrossed in the history at Altos de Chavon Regional Museum of Archaeology.

For traveler tips, other places to visit, maps, and tourist information, go to the Bayahibe road trip planning app.

Getting from Isla de Vieques to Bayahibe by flight takes about 6 hours. Other options: do a combination of ferry, taxi, and bus. In April, daily temperatures in Bayahibe can reach 87°F, while at night they dip to 71°F. Cap off your sightseeing on the 5th (Wed) early enough to go by car to Santo Domingo.
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Find places to stay Apr 3 — 5:
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Santo Domingo, Dominican Republic — 4 nights

Santo Domingo, the capital of the Dominican Republic, remains the oldest continuously inhabited settlement in the New World.
You'll explore the less-touristy side of things at Calle Las Damas and Fortaleza Ozama. Get some historical perspective at Parque Colon and Casa de La Moneda. And it doesn't end there: see the interesting displays at Museo De Las Casas Reales, take in the architecture and atmosphere at Basilica Cathedral of Santa Maria la Menor, explore the striking landscape at The 3 Eyes National Park, and don't miss a visit to Zona Colonial.

To find reviews, where to stay, and more tourist information, read Santo Domingo road trip tool.

You can drive from Bayahibe to Santo Domingo in 2 hours. Other options are to do a combination of taxi and bus; or take a bus. Finish your sightseeing early on the 9th (Sun) to allow enough time to fly to Oranjestad.
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Find places to stay Apr 5 — 9:
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Oranjestad, Aruba — 3 nights

When vacationing on Aruba, don't miss taking a tour of Oranjestad, the capital of the small Caribbean island.
You'll explore the less-touristy side of things at Donkey Sanctuary Aruba and Spas. Step out of Oranjestad to go to San Nicolas and see JADS Dive Center, which is approximately 32 minutes away. There's still lots to do: enjoy the sand and surf at Arashi Beach, take in the spiritual surroundings of Alto Vista Chapel, stroll through The Butterfly Farm, and see Off-Road Tours.

To see reviews, more things to do, and other tourist information, go to the Oranjestad tour planner.

Getting from Santo Domingo to Oranjestad by flight takes about 5.5 hours. In April in Oranjestad, expect temperatures between 90°F during the day and 79°F at night. On the 12th (Wed), wrap the sightseeing up by early afternoon so you can fly to West Bay.
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Find places to stay Apr 9 — 12:
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West Bay, Cayman Islands — 3 nights

You'll discover tucked-away gems like Kittiwake Shipwreck & Artificial Reef and Horseback Riding Tours.

To see other places to visit, maps, where to stay, and more tourist information, read West Bay online holiday planner.

Traveling by flight from Oranjestad to West Bay takes 9.5 hours. The time zone difference moving from Atlantic Standard Time (AST) to Eastern Standard Time (EST) is minus 1 hour. In April, plan for daily highs up to 86°F, and evening lows to 77°F. On the 15th (Sat), wrap the sightseeing up by early afternoon so you can travel back home.
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Find places to stay Apr 12 — 15:
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