22 days in Caribbean Itinerary

22 days in Caribbean Itinerary

Created using Inspirock Caribbean tour itinerary planner

Make it your trip
Fly
1
Punta Cana, Dominican Republic
— 2 nights
Shuttle
2
Santo Domingo, Dominican Republic
— 2 nights
Fly
3
Providenciales, Turks and Caicos
— 2 nights
Fly
4
Havana, Cuba
— 3 nights
Fly
5
Palm - Eagle Beach, Aruba
— 2 nights
Fly
6
Willemstad, Curacao
— 2 nights
Fly
7
Simpson Bay, St. Maarten-St. Martin
— 3 nights
Fly
8
Culebra, Puerto Rico
— 2 nights
Fly
9
Bridgetown, Barbados
— 2 nights
Fly

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Punta Cana, Dominican Republic

— 2 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 beaches, wildlife, and adventure. Your plan includes some of its best attractions: enjoy the sand and surf at Bavaro Beach, get a new perspective on things with Happy Dive Center, look for gifts at HARRISON'S Fine Caribbean Jewelers, and find something for the whole family at Manati Park Bavaro.

To find ratings, traveler tips, reviews, and other tourist information, go to the Punta Cana attractions planner.

Jeddah, Saudi Arabia to Punta Cana is an approximately 19-hour flight. The time zone difference when traveling from Jeddah to Punta Cana is minus 7 hours. When traveling from Jeddah in April, plan for a bit cooler days in Punta Cana, with highs around 35°C, while nights are about the same with lows around 27°C. Finish up your sightseeing early on the 8th (Thu) so you can catch the shuttle to Santo Domingo.

Things to do in Punta Cana

Outdoors · Theme Parks · Parks · Beaches
Find places to stay Apr 6 — 8:

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 9th (Fri): delve into the distant past at Monasterio de San Francisco, then get great views at Santo Domingo Skyline, and then don't miss a visit to Zona Colonial. Get ready for a full day of sightseeing on the 10th (Sat): examine the collection at Columbus Lighthouse (Faro A Colon), contemplate the long history of Fortaleza Ozama, then explore the historical opulence of Alcazar de Colon, then take in the architecture and atmosphere at Basilica Cathedral of Santa Maria la Menor, and finally steep yourself in history at Casa del Cordon.

To see photos, reviews, maps, and more tourist information, you can read our Santo Domingo online road trip planner.

Take a shuttle from Punta Cana to Santo Domingo in 2 hours. Alternatively, you can drive; or fly. Finish up your sightseeing early on the 10th (Sat) so you can travel to Providenciales.

Things to do in Santo Domingo

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.
On the 11th (Sun), kick back and relax at Half Moon Bay, then explore the gorgeous colors at Little Water Cay, and then tee off at Provo Golf Club. Keep things going the next day: steep yourself in history at Cheshire Hall Plantation, then kick back and relax at Grace Bay Beach, and then relax and rejuvenate at Glow Fitness TCI.

To find photos, ratings, reviews, and tourist information, read our Providenciales driving holiday app.

You can fly from Santo Domingo to Providenciales in 4.5 hours. You'll gain 1 hour traveling from Santo Domingo to Providenciales due to the time zone difference. In April in Providenciales, expect temperatures between 34°C during the day and 28°C at night. Cap off your sightseeing on the 12th (Mon) early enough to travel to Havana.

Things to do in Providenciales

Outdoors · Parks · Beaches · Golf
Find places to stay Apr 10 — 12:

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, contemplate the long history of Old Square (Plaza Vieja), make a trip to El Capitolio, and admire the landmark architecture of Havana Cathedral.

To find maps, ratings, traveler tips, and tourist information, go to the Havana route planner.

Traveling by flight from Providenciales to Havana takes 7.5 hours. Traveling from Providenciales in April, Havana is a bit cooler at night with lows of 22°C. Wrap up your sightseeing on the 15th (Thu) to allow time to travel to Palm - Eagle Beach.

Things to do in Havana

Find places to stay Apr 12 — 15:

Palm - Eagle Beach, Aruba

— 2 nights
A long stretch of powdery white sand and aquamarine waters, Palm - Eagle Beach remains one of Aruba's most visited vacation spots.
Start off your visit on the 16th (Fri): enjoy the sand and surf at Hadicurari Beach and then enjoy the sand and surf at Eagle Beach. On your second day here, stroll through Palm Beach and then visit a coastal fixture at California Lighthouse.

To find more things to do, ratings, where to stay, and other tourist information, read our Palm - Eagle Beach trip planner.

Traveling by flight from Havana to Palm - Eagle Beach takes 8.5 hours. Traveling from Havana to Palm - Eagle Beach, you'll lose 1 hour due to the time zone difference. Traveling from Havana in April, expect a bit warmer with lows of 30°C in Palm - Eagle Beach. Wrap up your sightseeing on the 17th (Sat) early enough to travel to Willemstad.

Things to do in Palm - Eagle Beach

Parks · Beaches · Outdoors · Historic Sites

Side Trip

Find places to stay Apr 15 — 17:

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 18th (Sun): tour the pleasant surroundings at Blue Bay Beach and then kick back and relax at Playa Lagun. On the 19th (Mon), you'll have a packed day of sightseeing: take in the waterfront at Handelskade, then snap pictures at Queen Emma Pontoon Bridge, then look for gifts at The Goods BV, and finally get interesting insight from Tours.

To see ratings, reviews, and more tourist information, go to the Willemstad trip app.

Getting from Palm - Eagle Beach to Willemstad by flight takes about 4.5 hours. In April in Willemstad, expect temperatures between 36°C during the day and 30°C at night. Wrap up your sightseeing on the 19th (Mon) early enough to travel to Simpson Bay.

Things to do in Willemstad

Outdoors · Parks · Beaches · Tours

Side Trip

Find places to stay Apr 17 — 19:

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, nightlife, and casinos. Your plan includes some of its best attractions: kick back and relax at Maho Beach, make a trip to Frontstreet, race across the water with a speed boat tour, and stroll through Orient Bay Beach.

Inspirock's itinerary builder makes planning a Simpson Bay trip simple and quick.

Traveling by flight from Willemstad to Simpson Bay takes 5.5 hours. In April, daily temperatures in Simpson Bay can reach 34°C, while at night they dip to 28°C. Wrap up your sightseeing on the 22nd (Thu) to allow time to fly to Culebra.

Things to do in Simpson Bay

Outdoors · Parks · Beaches · Tours

Side Trips

Find places to stay Apr 19 — 22:

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 23rd (Fri): kick back and relax at Playa Punta Soldado Beach and then enjoy the sand and surf at Flamenco Beach.

To see where to stay, reviews, more things to do, and tourist information, use the Culebra trip itinerary planning app.

Traveling by flight from Simpson Bay to Culebra takes 5.5 hours. April in Culebra sees daily highs of 34°C and lows of 28°C at night. Wrap up your sightseeing by early afternoon on the 24th (Sat) to allow enough time to travel to Bridgetown.

Things to do in Culebra

Parks · Beaches · Outdoors · Nature
Find places to stay Apr 22 — 24:

Bridgetown, Barbados

— 2 nights
Bridgetown is the capital and largest city of Barbados. Start off your visit on the 25th (Sun): see the interesting displays at Sunbury Plantation House, contemplate the long history of Andromeda Botanic Gardens, then admire the natural beauty at Welchman Hall Gully, then explore the fascinating underground world of Harrison's Cave., and finally take a tour by water with Boat Tours & Water Sports. Keep things going the next day: stroll through Bottom Bay, take in nature's colorful creations at Hunte's Gardens, and then enjoy breathtaking views from Gun Hill Signal Station.

For where to stay, reviews, photos, and other tourist information, read our Bridgetown online route planner.

You can fly from Culebra to Bridgetown in 10.5 hours. In April, daily temperatures in Bridgetown can reach 35°C, while at night they dip to 28°C. Cap off your sightseeing on the 26th (Mon) early enough to travel back home.

Things to do in Bridgetown

Parks · Outdoors · Tours · Historic Sites

Side Trips

Find places to stay Apr 24 — 26: