31 days in Caribbean Itinerary

31 days in Caribbean Itinerary

Created using Inspirock Caribbean route maker
Make it your trip
Fly
1
Bridgetown, Barbados
— 2 nights
Fly to Beef Island, Ferry to Virgin Gorda
2
Virgin Gorda, British Virgin Islands
— 2 nights
Ferry
3
Cruz Bay, U.S. Virgin Islands
— 2 nights
Ferry
4
Culebra, Puerto Rico
— 2 nights
Fly
5
Simpson Bay, St. Maarten-St. Martin
— 3 nights
Fly
6
Willemstad, Curacao
— 4 nights
Fly
7
Palm - Eagle Beach, Aruba
— 3 nights
Fly
8
George Town, Cayman Islands
— 3 nights
Fly
9
Ocho Rios, Jamaica
— 1 night
Fly
10
Providenciales, Turks and Caicos
— 3 nights
Fly
11
Punta Cana, Dominican Republic
— 5 nights
Fly

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Bridgetown, Barbados — 2 nights

Bridgetown is the capital and largest city of Barbados. Step out of Bridgetown to go to Saint Philip Parish and see Bottom Bay, which is approximately 36 minutes away. There's lots more to do: Head underground at Harrison's Cave., enjoy breathtaking views from Gun Hill Signal Station, enjoy the sand and surf at Carlisle Bay, and contemplate the long history of Andromeda Botanic Gardens.

To find other places to visit, reviews, where to stay, and more tourist information, read our Bridgetown tour itinerary builder site.

London, UK to Bridgetown is an approximately 12-hour flight. The time zone difference moving from Greenwich Mean Time (GMT) to Atlantic Standard Time (AST) is minus 4 hours. Traveling from London in June, you will find days in Bridgetown are somewhat warmer (35°C), and nights are much hotter (30°C). Cap off your sightseeing on the 28th (Tue) early enough to travel to Virgin Gorda.
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Find places to stay Jun 26 — 28:

Virgin Gorda, British Virgin Islands — 2 nights

Thankfully lacking some of the commercialism of other islands nearby, Virgin Gorda offers a relaxing place to holiday, and maintains a feeling of intimacy despite its reputation as an exclusive destination.
On the 29th (Wed), explore the striking landscape at The Baths and then kick back and relax at Spring Bay. On the next day, see some colorful creatures with Sunchaser Scuba Ltd. and then go deep underground at Copper Mine Point.

Use Inspirock's suggestions to plan your Virgin Gorda trip and find the best activities and attractions for your vacation.

You can do a combination of flight and ferry from Bridgetown to Virgin Gorda in 6 hours. June in Virgin Gorda sees daily highs of 36°C and lows of 31°C at night. Finish your sightseeing early on the 30th (Thu) to allow enough time to ride a ferry to Cruz Bay.
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Find places to stay Jun 28 — 30:

Cruz Bay, U.S. Virgin Islands — 2 nights

The gateway to the island of Saint John, Cruz Bay represents the island's largest town, port, and commercial center.
On the 1st (Fri), stop by Bamboo Studio, then don't miss a visit to Annaberg Sugar Plantation, then stroll through Trunk Bay Beach, and finally enjoy the sand and surf at Caneel Bay Beach. Here are some ideas for day two: get to know the resident critters at Coral World Ocean Park, then stroll through Magens Bay, and then get a tailor-made plan with Private Tours.

For more things to do, ratings, other places to visit, and other tourist information, refer to the Cruz Bay journey planner.

You can ride a ferry from Virgin Gorda to Cruz Bay in 2.5 hours. Another option is to do a combination of flight and ferry. June in Cruz Bay sees daily highs of 37°C and lows of 30°C at night. Wrap up your sightseeing on the 2nd (Sat) early enough to ride a ferry to Culebra.
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Find places to stay Jun 30 — Jul 2:

Culebra, Puerto Rico — 2 nights

With much of Culebra a nature refuge, the tropical island has been protected from overdevelopment, chain hotels, and the cruise set.
On the 3rd (Sun), step off the mainland to explore Culebrita. Get ready for a full day of sightseeing on the 4th (Mon): kick back and relax at Flamenco Beach.

To find more things to do, maps, where to stay, and more tourist information, go to the Culebra itinerary builder app.

Traveling by ferry from Cruz Bay to Culebra takes 2.5 hours. In July in Culebra, expect temperatures between 38°C during the day and 31°C at night. Cap off your sightseeing on the 4th (Mon) early enough to catch the flight to Simpson Bay.
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Find places to stay Jul 2 — 4:
Highlights from your trip

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: try to win big at Casino Royale, kick back and relax at Maho Beach, get some thrills on the water with a speed boat tour, and tour the pleasant surroundings at Cupecoy Bay Beach.

For where to stay, maps, photos, and more tourist information, refer to the Simpson Bay trip planner.

You can fly from Culebra to Simpson Bay in 6.5 hours. In July, plan for daily highs up to 36°C, and evening lows to 30°C. Finish up your sightseeing early on the 7th (Thu) so you can catch the flight to Willemstad.
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Find places to stay Jul 4 — 7:

Willemstad, Curacao — 4 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. Willemstad is known for sightseeing, wildlife, and adventure. Your trip includes some of its best attractions: enjoy the sand and surf at Playa PortoMari, snap pictures at Queen Emma Pontoon Bridge, tour the pleasant surroundings at Mambo Beach, and take in the waterfront at Handelskade.

For maps, photos, reviews, and tourist information, you can read our Willemstad journey tool.

Traveling by flight from Simpson Bay to Willemstad takes 5 hours. In July in Willemstad, expect temperatures between 38°C during the day and 30°C at night. Cap off your sightseeing on the 11th (Mon) early enough to catch the flight to Palm - Eagle Beach.
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Find places to stay Jul 7 — 11:

Palm - Eagle Beach, Aruba — 3 nights

A long stretch of powdery white sand and aquamarine waters, Palm - Eagle Beach remains one of Aruba's most visited vacation spots.
Change things up with a short trip to Baby Beach in San Nicolas (about 48 minutes away). There's lots more to do: kick back and relax at Eagle Beach, stroll through Hadicurari Beach, and visit a coastal fixture at California Lighthouse and Sasariwichi Dunes.

To see more things to do, photos, maps, and more tourist information, refer to the Palm - Eagle Beach road trip app.

Traveling by flight from Willemstad to Palm - Eagle Beach takes 4 hours. July in Palm - Eagle Beach sees daily highs of 38°C and lows of 31°C at night. Wrap up your sightseeing by early afternoon on the 14th (Thu) to allow enough time to fly to George Town.
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Find places to stay Jul 11 — 14:

George Town, Cayman Islands — 3 nights

George Town is a city situated on Grand Cayman island of the Cayman Islands. George Town is known for wildlife, adventure, and breweries & distilleries. Your trip includes some of its best attractions: stroll through Stingray City Grand Cayman, sample the fine beverages at Cayman Spirits Co. Distillery, get up close to creatures of the deep with a dolphin and whale watching tour, and take in nature's colorful creations at Queen Elizabeth II Botanic Park.

To see photos, ratings, other places to visit, and tourist information, read our George Town tour itinerary planning tool.

Fly from Palm - Eagle Beach to George Town in 9.5 hours. You'll gain 1 hour traveling from Palm - Eagle Beach to George Town due to the time zone difference. Expect a daytime high around 38°C in July, and nighttime lows around 30°C. Finish your sightseeing early on the 17th (Sun) to allow enough time to fly to Ocho Rios.
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Find places to stay Jul 14 — 17:

Ocho Rios, Jamaica — 1 night

A trip to Ocho Rios, the tourist hub of Saint Ann Parish, offers travelers a staggering amount of activities and cultural attractions.
Start off your visit on the 18th (Mon): take in the dramatic scenery at Dunn's River Falls and Park.

To find ratings, maps, photos, and other tourist information, read our Ocho Rios trip planner.

You can fly from George Town to Ocho Rios in 5 hours. July in Ocho Rios sees daily highs of 38°C and lows of 30°C at night. Cap off your sightseeing on the 18th (Mon) early enough to catch the flight to Providenciales.
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Find places to stay Jul 17 — 18:
Highlights from your trip

Providenciales, Turks and Caicos — 3 nights

The most commercialized part of the Turks and Caicos, Providenciales remains the islands' tourism heaven, boasting many resorts, hotel chains, and condominiums.
Providenciales is known for beaches, wildlife, and sightseeing. Your trip includes some of its best attractions: tour the pleasant surroundings at Grace Bay Beach, enjoy the sand and surf at Half Moon Bay, head off the coast to Little Water Cay, and relax and rejuvenate at Glow Fitness TCI.

To find more things to do, traveler tips, ratings, and more tourist information, you can read our Providenciales trip site.

Fly from Ocho Rios to Providenciales in 5 hours. In July, daily temperatures in Providenciales can reach 37°C, while at night they dip to 31°C. Finish up your sightseeing early on the 21st (Thu) so you can catch the flight to Punta Cana.
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Find places to stay Jul 18 — 21:

Punta Cana, Dominican Republic — 5 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.
Step out of Punta Cana to go to La Romana and see Altos de Chavon, which is approximately 1h 20 min away. Spend a day of island exploring on the 24th (Sun) at Saona Island. Next up on the itinerary: kick your exploration up a notch at some of the top local zipline courses and adventure parks, stroll through Macao Beach, enjoy the sand and surf at Bavaro Beach, and fulfill a lifelong dream with Destiny Caribbean Tours.

To see other places to visit, where to stay, traveler tips, and more tourist information, refer to the Punta Cana trip itinerary builder site.

Traveling by flight from Providenciales to Punta Cana takes 5 hours. You'll lose 1 hour traveling from Providenciales to Punta Cana due to the time zone difference. In July, plan for daily highs up to 36°C, and evening lows to 29°C. Finish up your sightseeing early on the 26th (Tue) so you can catch the flight back home.
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Find places to stay Jul 21 — 26: