22 days in Caribbean Itinerary

Created using Inspirock Caribbean route planner
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Fly
1
Seven Mile Beach, Cayman Islands
— 2 nights
Fly
2
Providenciales, Turks and Caicos
— 2 nights
Fly
3
Santo Domingo, Dominican Republic
— 2 nights
Shuttle
4
Punta Cana, Dominican Republic
— 3 nights
Fly
5
San Juan, Puerto Rico
— 2 nights
Fly
6
Culebra, Puerto Rico
— 2 nights
Fly
7
Simpson Bay, St. Maarten-St. Martin
— 3 nights
Fly
8
Willemstad, Curacao
— 2 nights
Fly
9
Bridgetown, Barbados
— 3 nights
Fly

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Seven Mile Beach, Cayman Islands — 2 nights

Seven Mile Beach is a long crescent of coral-sand beach on the western end of Grand Cayman island. Kick off your visit on the 8th (Mon): explore the historical opulence of Pedro St. James National Historic Site and then discover the deep blue sea with a scuba or snorkeling tour. Get ready for a full day of sightseeing on the 9th (Tue): observe the fascinating underwater world at Cayman Turtle Centre: Island Wildlife Encounter, brush up on your knowledge of spirits at Cayman Spirits Co. Distillery, and then tour the pleasant surroundings at Stingray City Grand Cayman.

To find more things to do, photos, maps, and other tourist information, refer to the Seven Mile Beach trip planner.

London, UK to Seven Mile Beach is an approximately 14.5-hour flight. Traveling from London to Seven Mile Beach, you'll gain 5 hours due to the time zone difference. Traveling from London in April, expect Seven Mile Beach to be much warmer, temps between 35°C and 29°C. On the 10th (Wed), wrap the sightseeing up by early afternoon so you can fly to Providenciales.
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Parks · Outdoors · Wildlife · Zoos & Aquariums
Side Trips
Find places to stay Apr 8 — 10:

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.
Kick off your visit on the 11th (Thu): steep yourself in history at Cheshire Hall Plantation, then stroll through Grace Bay Beach, and then tee off at Royal Turks and Caicos Golf Club. Get ready for a full day of sightseeing on the 12th (Fri): step off the mainland to explore Little Water Cay, then kick back and relax at Half Moon Bay, and then enjoy the sand and surf at Leeward Beach.

For where to stay, maps, photos, and more tourist information, go to the Providenciales trip planner.

Traveling by flight from Seven Mile Beach to Providenciales takes 9.5 hours. In April in Providenciales, expect temperatures between 34°C during the day and 28°C at night. Finish your sightseeing early on the 12th (Fri) so you can fly to Santo Domingo.
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Outdoors · Parks · Beaches · Golf
Find places to stay Apr 10 — 12:

Santo Domingo, Dominican Republic — 2 nights

Santo Domingo, the capital of the Dominican Republic, remains the oldest continuously inhabited settlement in the New World.
Kick off your visit on the 13th (Sat): contemplate the long history of Casa del Cordon, take in the architecture and atmosphere at Basilica Cathedral of Santa Maria la Menor, then step into the grandiose world of Alcazar de Colon, then don't miss a visit to Columbus Lighthouse (Faro A Colon), and finally explore the ancient world of Monasterio de San Francisco. Get ready for a full day of sightseeing on the next day: don't miss a visit to Zona Colonial and then contemplate the long history of Fortaleza Ozama.

To plan Santo Domingo vacation without wasting time, ask Inspirock to design an itinerary.

Getting from Providenciales to Santo Domingo by flight takes about 5 hours. You'll lose 1 hour traveling from Providenciales to Santo Domingo due to the time zone difference. Finish your sightseeing early on the 14th (Sun) to allow enough time to take a shuttle to Punta Cana.
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Historic Sites · Museums
Find places to stay Apr 12 — 14:

Punta Cana, Dominican Republic — 3 nights

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.
Punta Cana is known for adventure, wildlife, and beaches. Your trip includes some of its best attractions: kick back and relax at Bavaro Beach, stop by HARRISON'S Fine Caribbean Jewelers, find something for the whole family at Manati Park Bavaro, and see some colorful creatures with Happy Dive Center.

To find reviews, ratings, maps, and more tourist information, refer to the Punta Cana road trip planner.

You can take a shuttle from Santo Domingo to Punta Cana in 2 hours. Alternatively, you can drive; or fly. In April, daily temperatures in Punta Cana can reach 35°C, while at night they dip to 27°C. Finish your sightseeing early on the 17th (Wed) so you can fly to San Juan.
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Outdoors · Tours · Theme Parks · Beaches
Find places to stay Apr 14 — 17:

San Juan, Puerto Rico — 2 nights

Walled City

Founded by the Spanish in 1521, San Juan is the oldest city under U.S. jurisdiction and one of the oldest in the Americas.
Kick off your visit on the 18th (Thu): steep yourself in history at Catedral Basilica Menor de San Juan Bautista, appreciate the extensive heritage of Old San Juan, and then enjoy the sand and surf at Condado Beach. Here are some ideas for day two: appreciate the extensive heritage of Sitio Histórico de San Juan, admire the masterpieces at Museo de Arte de Puerto Rico, and then kick back and relax at Pine Grove Beach.

To see photos, ratings, traveler tips, and other tourist information, go to the San Juan travel planning website.

Getting from Punta Cana to San Juan by flight takes about 3 hours. Other options: do a combination of bus and ferry. In April, daily temperatures in San Juan can reach 36°C, while at night they dip to 28°C. Cap off your sightseeing on the 19th (Fri) early enough to catch the flight to Culebra.
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Beaches · Outdoors · Parks · Historic Sites
Side Trip
Find places to stay Apr 17 — 19:

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 20th (Sat): stroll through Playa Zoni, then step off the mainland to explore Culebrita, and then visit a coastal fixture at Culebrita Lighthouse. Here are some ideas for day two: tour the pleasant surroundings at Flamenco Beach.

To find more things to do, photos, maps, and more tourist information, read our Culebra driving holiday planner.

You can fly from San Juan to Culebra in 2 hours. Other options are to do a combination of car and ferry; or do a combination of shuttle, taxi, and ferry. Expect a daytime high around 34°C in April, and nighttime lows around 28°C. Finish up your sightseeing early on the 21st (Sun) so you can catch the flight to Simpson Bay.
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Parks · Beaches · Outdoors · Historic Sites
Find places to stay Apr 19 — 21:

Simpson Bay, St. Maarten-St. Martin — 3 nights

Simpson Bay offers luxury resort living and good access to the main areas of the island.
Simpson Bay is known for wildlife, adventure, and nightlife. Your trip includes some of its best attractions: enjoy the sand and surf at Maho Beach, tour the pleasant surroundings at Orient Bay Beach, try your luck at Casino Royale, and look for gifts at Caribbean Gems.

To find ratings, traveler tips, where to stay, and more tourist information, go to the Simpson Bay road trip planning tool.

Getting from Culebra to Simpson Bay by flight takes about 6.5 hours. Expect a daytime high around 34°C in April, and nighttime lows around 28°C. Wrap up your sightseeing on the 24th (Wed) to allow time to fly to Willemstad.
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Outdoors · Parks · Beaches · Tours
Side Trips
Find places to stay Apr 21 — 24:

Willemstad, Curacao — 2 nights

Willemstad is the capital city of Curaçao, an island in the southern Caribbean Sea that forms a constituent country of the Kingdom of the Netherlands. Start off your visit on the 25th (Thu): stroll through Blue Bay Beach, then snap pictures at Queen Emma Pontoon Bridge, and then stroll through Mambo Beach. Get ready for a full day of sightseeing on the 26th (Fri): identify plant and animal life at Wildlife Areas and then take in the waterfront at Handelskade.

To find where to stay, more things to do, maps, and other tourist information, go to the Willemstad trip planner.

Fly from Simpson Bay to Willemstad in 5 hours. In April, daytime highs in Willemstad are 36°C, while nighttime lows are 30°C. Cap off your sightseeing on the 26th (Fri) early enough to catch the flight to Bridgetown.
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Outdoors · Beaches · Parks · Tours
Side Trip
Find places to stay Apr 24 — 26:

Bridgetown, Barbados — 3 nights

Bridgetown is the capital and largest city of Barbados. Start off your visit on the 27th (Sat): admire the natural beauty at Hunte's Gardens, Head underground at Harrison's Cave., admire the natural beauty at Welchman Hall Gully, then Head underground at Animal Flower Cave, and finally take in the architecture and atmosphere at St. Francis of Assisi. Get ready for a full day of sightseeing on the next day: take a tour by water with Boat Tours & Water Sports, kick back and relax at Carlisle Bay, and then kick back and relax at Bottom Bay.

To find other places to visit, maps, where to stay, and other tourist information, read our Bridgetown trip planner.

Traveling by flight from Willemstad to Bridgetown takes 7 hours. April in Bridgetown sees daily highs of 35°C and lows of 28°C at night. Finish your sightseeing early on the 29th (Mon) so you can fly back home.
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Parks · Outdoors · Beaches · Tours
Side Trips
Find places to stay Apr 26 — 29: