60 days in Caribbean Itinerary

Created using Inspirock Caribbean holiday planner
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Fly
1
Bridgetown, Barbados
— 5 nights
Fly to Martinique Aimé Césaire International Airport, Drive to Sainte-Anne
2
Sainte-Anne, Martinique
— 2 nights
+2
Drive to Martinique Aimé Césaire International Airport, Fly to Pointe-à-Pitre Le Raizet, Drive to Bouillante
3
Bouillante, Guadeloupe
— 4 nights
Fly
4
English Harbour, Antigua and Barbuda
— 5 nights
Fly
5
Philipsburg, St. Maarten-St. Martin
— 5 nights
Fly
6
Virgin Gorda, British Virgin Islands
— 1 night
Ferry to St Thomas - Red Hook, Taxi to Charlotte Amalie
7
Charlotte Amalie, U.S. Virgin Islands
— 5 nights
Taxi to Red Hook, St Thomas, Ferry to Cruz Bay
8
Cruz Bay, U.S. Virgin Islands
— 4 nights
Ferry
9
Culebra, Puerto Rico
— 2 nights
Fly to Santo Domingo, Drive to Las Terrenas
10
Las Terrenas, Dominican Republic
— 2 nights
Drive
11
Puerto Plata, Dominican Republic
— 4 nights
Fly
12
Providenciales, Turks and Caicos
— 5 nights
Fly
13
Punta Cana, Dominican Republic
— 4 nights
Fly
14
Willemstad, Curacao
— 6 nights
Fly
15
Noord, Aruba
— 5 nights
Drive to Queen Beatrix International Airport, Fly to Manchester

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Bridgetown, Barbados — 5 nights

Bridgetown is the capital and largest city of Barbados. You'll discover tucked-away gems like Carlisle Bay and Garrison Savannah. Explore the numerous day-trip ideas around Bridgetown: St. Nicholas Abbey (in Saint Peter Parish) and Crane Beach (in Union Hall). The adventure continues: stroll through Dover Beach, head outdoors with The Boatyard, discover the deep blue sea with a scuba or snorkeling tour, and surround yourself with nature on a nature and wildlife tour.

To see where to stay, more things to do, ratings, and other tourist information, refer to the Bridgetown visit planner.

Manchester, UK to Bridgetown is an approximately 12-hour flight. Traveling from Manchester to Bridgetown, you'll gain 4 hours due to the time zone difference. Traveling from Manchester in April, expect Bridgetown to be warmer, temps between 35°C and 28°C. Finish up your sightseeing early on the 6th (Thu) so you can travel to Sainte-Anne.
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Sainte-Anne, Martinique — 2 nights

Sainte-Anne is a village and commune in the French overseas department of Martinique. Kick off your visit on the 7th (Fri): get a new perspective on things with Boat Tours & Water Sports, steep yourself in history at Habitation Clement, then browse the exhibits of La Savane des Esclaves, and finally examine the collection at Espace Museographique Bernard David. Here are some ideas for day two: kick back and relax at Plage des Salines, tour the pleasant surroundings at Pointe Borgnese, and then pause for some photo ops at Memorial de l'Anse Caffard.

To find reviews, maps, photos, and other tourist information, read our Sainte-Anne online itinerary planner.

Explore your travel options from Bridgetown to Sainte-Anne with the Route module. In April, daytime highs in Sainte-Anne are 36°C, while nighttime lows are 27°C. Finish up your sightseeing early on the 8th (Sat) so you can travel to Bouillante.
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Find places to stay Apr 6 — 8:
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Bouillante, Guadeloupe — 4 nights

Bouillante is a commune in the French overseas region and department of Guadeloupe, in the Lesser Antilles.HistoryBouillante was founded about 1635 with the arrival of some of Guadeloupe's first colonists. You'll discover tucked-away gems like Scuba & Snorkeling and Off-Road Tours. Change things up with these side-trips from Bouillante: Deshaies (Plage de Grande Anse & Plage Leroux), Plage de la Perle (in Rifflet) and La Soufriere Volcano (in Saint-Claude). Next up on the itinerary: step off the mainland to explore Les Saintes, take in the dramatic scenery at Cascade Le Saut de L'Acomat, enjoy the sand and surf at Plage de Bois Jolan, and take some stellar pictures from Anse a la Barque.

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

Explore your travel options from Sainte-Anne to Bouillante with the Route module. In April, daytime highs in Bouillante are 34°C, while nighttime lows are 26°C. Finish up your sightseeing early on the 12th (Wed) so you can catch the flight to English Harbour.
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English Harbour, Antigua and Barbuda — 5 nights

Step off the beaten path and head to Stingray City and Shirley Heights. Get out of town with these interesting English Harbour side-trips: Turners Beach (in Bolans), Devil's Bridge (in Willikies) and Valley Church Beach (in Jolly Harbour). Spend the 14th (Fri) exploring nature at Nelson's Dockyard.

For more things to do, other places to visit, photos, and other tourist information, go to the English Harbour trip planner.

Fly from Bouillante to English Harbour in 2.5 hours. In April, daily temperatures in English Harbour can reach 34°C, while at night they dip to 27°C. Wrap up your sightseeing on the 17th (Mon) to allow time to fly to Philipsburg.
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Philipsburg, St. Maarten-St. Martin — 5 nights

Take a trip to Philipsburg, the capital of Sint Maarten, and enjoy dynamic nightlife and great shopping.
Explore hidden gems such as Nature & Wildlife Tours and Boardwalk. And it doesn't end there: stop by Caribbean Gems, stroll through Baie Rouge, step off the mainland to explore Pinel Island, and kick back and relax at Le Galion Beach.

To see traveler tips, ratings, more things to do, and other tourist information, read our Philipsburg trip itinerary planning site.

You can fly from English Harbour to Philipsburg in 3 hours. In April, daytime highs in Philipsburg are 34°C, while nighttime lows are 28°C. Finish up your sightseeing early on the 22nd (Sat) so you can catch the flight to Virgin Gorda.
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Find places to stay Apr 17 — 22:
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Virgin Gorda, British Virgin Islands — 1 night

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 23rd (Sun), discover the deep blue sea with Sunchaser Scuba Ltd., tour the pleasant surroundings at Spring Bay, and then take in the dramatic natural features at The Baths.

To find ratings, reviews, and other tourist information, read our Virgin Gorda trip builder website.

Fly from Philipsburg to Virgin Gorda in 4.5 hours. In April, plan for daily highs up to 34°C, and evening lows to 29°C. Finish up your sightseeing early on the 23rd (Sun) so you can travel to Charlotte Amalie.
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Charlotte Amalie, U.S. Virgin Islands — 5 nights

Duty-free Capital of the World

One of the most visited cruise ship destinations in the Caribbean, the town of Charlotte Amalie is known around the world for its duty-free jewelry, perfume, and liquor shops.
Explore hidden gems such as Grand Jewelers and Secret Harbour. When in Charlotte Amalie, make a side trip to see Waterlemon Cay in Virgin Islands National Park, approximately Virgin Islands National Park away. There's much more to do: surround yourself with nature on The VI Cat, enjoy the sand and surf at Lindqvist Beach, tour the pleasant surroundings at Sapphire Beach, and get to know the resident critters at Coral World Ocean Park.

For where to stay, photos, other places to visit, and tourist information, read our Charlotte Amalie trip itinerary planning app.

You can do a combination of ferry and taxi from Virgin Gorda to Charlotte Amalie in 2.5 hours. Alternatively, you can ride a ferry; or fly. April in Charlotte Amalie sees daily highs of 34°C and lows of 28°C at night. Wrap up your sightseeing on the 28th (Fri) to allow time to travel to Cruz Bay.
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Find places to stay Apr 23 — 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.
Eschew the tourist crowds and head to Boat Tours & Water Sports and Reef Bay Trail. Change things up with a short trip to Salt Pond Bay in Virgin Islands National Park (about 38 minutes away). There's still lots to do: enjoy the sand and surf at Hawksnest Beach, stroll through Trunk Bay Beach, contemplate the long history of Annaberg Sugar Plantation, and trek along Drunk Bay Trail.

To find other places to visit, photos, reviews, and other tourist information, you can read our Cruz Bay online travel planner.

Traveling by combination of taxi and ferry from Charlotte Amalie to Cruz Bay takes 1.5 hours. Alternatively, you can ride a ferry. In April, daytime highs in Cruz Bay are 34°C, while nighttime lows are 28°C. Wrap up your sightseeing on the 2nd (Tue) to allow time to ride a ferry to Culebra.
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Find places to stay Apr 28 — May 2:
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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 3rd (Wed): stroll through Playa Tamarindo and then get a new perspective on things with Boat Tours & Water Sports. Get ready for a full day of sightseeing on the 4th (Thu): enjoy the sand and surf at Flamenco Beach.

To find reviews, where to stay, maps, and tourist information, use the Culebra tour itinerary planner.

You can ride a ferry from Cruz Bay to Culebra in 2.5 hours. In May in Culebra, expect temperatures between 36°C during the day and 29°C at night. Wrap up your sightseeing by early afternoon on the 4th (Thu) to allow enough time to travel to Las Terrenas.
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Las Terrenas, Dominican Republic — 2 nights

Las Terrenas is a town on the northeast coast of the Dominican Republic, located in the province of Samaná. Kick off your visit on the 5th (Fri): admire the sheer force of Salto El Limon, get up close to creatures of the deep with a dolphin and whale watching tour, and then enjoy the sand and surf at Playa Las Ballenas. Get ready for a full day of sightseeing on the 6th (Sat): admire the sheer force of Parada La Manzana, take in the waterfront activity at Playa El Portillo, and then kick back and relax at Playa Bonita.

For traveler tips, reviews, and more tourist information, go to the Las Terrenas trip maker site.

Do a combination of flight and car from Culebra to Las Terrenas in 8.5 hours. Alternatively, you can do a combination of ferry, taxi, and bus. Expect a daytime high around 36°C in May, and nighttime lows around 29°C. Cap off your sightseeing on the 6th (Sat) early enough to go by car to Puerto Plata.
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Puerto Plata, Dominican Republic — 4 nights

Although out of fashion in the past decades, major revitalization efforts have made a trip to Puerto Plata a growingly popular option for the adventurous travelers.
Eschew the tourist crowds and head to Kite Beach and Spas. Venture out of the city with trips to Sosua (Museum of Jewish Heritage, Zipline, &more). Spend the 8th (Mon) exploring the fascinating underwater world at Ocean World Adventure Park, Puerto Plata. There's lots more to do: admire the sheer force of 27 Waterfalls of Damajagua, take in the awesome beauty at Pico Isabel de Torres, look for gifts at Diamonds International Dominican Republic, and get the adrenaline pumping with an extreme tour.

To find traveler tips, other places to visit, maps, and tourist information, refer to the Puerto Plata travel planner.

You can drive from Las Terrenas to Puerto Plata in 3 hours. Another option is to take a bus. Plan for little chillier nights when traveling from Las Terrenas in May since evenings lows in Puerto Plata dip to 25°C. Cap off your sightseeing on the 10th (Wed) early enough to catch the flight to Providenciales.
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Find places to stay May 6 — 10:
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Providenciales, Turks and Caicos — 5 nights

The most commercialized part of the Turks and Caicos, Providenciales remains the islands' tourism heaven, boasting many resorts, hotel chains, and condominiums.
Explore hidden gems such as Leeward Beach and Scuba & Snorkeling. Spend the 15th (Mon) exploring nature at Chalk Sound. And it doesn't end there: enjoy the sand and surf at Long Bay Beach, don't miss a visit to Thursday Fish Fry, trot along with a tour on horseback, and explore the activities along Sapodilla Bay Beach.

Ask Inspirock to suggest an itinerary and make planning a trip to Providenciales fast, fun, and easy.

Getting from Puerto Plata to Providenciales by flight takes about 5 hours. Traveling from Puerto Plata to Providenciales, you'll gain 1 hour due to the time zone difference. Traveling from Puerto Plata in May, expect somewhat warmer with lows of 29°C in Providenciales. Wrap up your sightseeing on the 15th (Mon) to allow time to fly to Punta Cana.
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Find places to stay May 10 — 15:
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Punta Cana, Dominican Republic — 4 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.
You'll discover tucked-away gems like Hoyo Azul and Scuba & Snorkeling. You'll find plenty of places to visit near Punta Cana: Bayahibe (Nature & Wildlife Tours & Public Beach Playa Dominicus) and La Romana (Parque Central Duarte, Altos de Chavon Regional Museum of Archaeology, &more). There's lots more to do: kick back and relax at Juanillo Beach, take a pleasant ride with a tour on horseback, tour the pleasant surroundings at Reserva Ecologica Ojos Indigenas, and relax and rejuvenate at some of the best spas.

For reviews, where to stay, other places to visit, and other tourist information, go to the Punta Cana day trip planning app.

Fly from Providenciales to Punta Cana in 5 hours. Traveling from Providenciales to Punta Cana, you'll lose 1 hour due to the time zone difference. Expect a daytime high around 35°C in May, and nighttime lows around 28°C. Finish your sightseeing early on the 19th (Fri) to allow enough time to fly to Willemstad.
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Find places to stay May 15 — 19:
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Willemstad, Curacao — 6 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. Eschew the tourist crowds and head to Adrenaline & Extreme Tours and Punda. You'll find plenty of places to visit near Willemstad: Church of Sint Willibrordus (in Sint Willibrordus) and Playa Piskado/Playa Grandi (in Sabana Westpunt). Spend the 21st (Sun) exploring nature at Shete Boka Park. Next up on the itinerary: enjoy the sand and surf at Cas Abao Beach, snap pictures at Queen Juliana Bridge, take a tour by water with Dolphin Academy Curacao, and see Off-Road Tours.

For maps, other places to visit, and more tourist information, go to the Willemstad vacation builder tool.

You can fly from Punta Cana to Willemstad in 4.5 hours. May in Willemstad sees daily highs of 36°C and lows of 30°C at night. Cap off your sightseeing on the 25th (Thu) early enough to catch the flight to Noord.
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Find places to stay May 19 — 25:
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Noord, Aruba — 5 nights

Noord itineraries allow for cultural exploration and adventure tourism, as the most populous and visited town on the island.
Explore hidden gems such as Boca Cataavlina and The Butterfly Farm. There's much more to do: enjoy the sand and surf at Arashi Beach, take in the spiritual surroundings of Alto Vista Chapel, get the adrenaline pumping with an extreme tour, and take in the dramatic natural features at Natural Pool.

To see more things to do, photos, and more tourist information, read our Noord itinerary planner.

You can fly from Willemstad to Noord in 4 hours. In May, plan for daily highs up to 38°C, and evening lows to 31°C. Cap off your sightseeing on the 30th (Tue) early enough to travel back home.
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Find places to stay May 25 — 30:
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