60 days in Caribbean Itinerary

The political capital of Martinique, Fort-de-France has a thriving commercial center and a number of historic sites.

Venture out of the city with trips to Bureau du Genie et des Ponts et Chaussees (in Saint-Pierre), La Savane des Esclaves (in Trois-Ilets) and Anse Couleuvre (in Le Precheur). There's lots more to do: admire the natural beauty at Jardin de Balata, contemplate in the serene atmosphere at St. Louis Cathedral, enjoy the sand and surf at Anse Noire, and get impressive views of Montagne Pelee.

To see traveler tips, maps, reviews, and more tourist information, read Fort-de-France trip planner.

Manchester, UK to Fort-de-France is an approximately 14.5-hour flight. The time zone changes from Greenwich Mean Time to Atlantic Standard Time, which is usually a -4 hour difference. Traveling from Manchester in May, expect Fort-de-France to be warmer, temps between 36°C and 28°C. Finish up your sightseeing early on the 5th (Fri) so you can catch the flight to Bridgetown.

Bridgetown is the capital and largest city of Barbados. Change things up with these side-trips from Bridgetown: Bottom Bay (in Saint Philip Parish) and Saint Peter Parish (Barbados Wildlife Reserve & St. Nicholas Abbey). The adventure continues: Head underground at Harrison's Cave., contemplate the long history of Andromeda Botanic Gardens, admire the natural beauty at Hunte's Gardens, and tour the pleasant surroundings at Paynes Bay Beach.

For maps, more things to do, other places to visit, and more tourist information, you can read our Bridgetown online holiday maker.

You can fly from Fort-de-France to Bridgetown in 4.5 hours. In May, plan for daily highs up to 35°C, and evening lows to 29°C. Wrap up your sightseeing on the 9th (Tue) to allow time to fly to Willemstad.

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. Step out of Willemstad to go to Sabana Westpunt and see Kleine Knip, which is approximately 54 minutes away. The adventure continues: take in the views from Queen Emma Pontoon Bridge, enjoy the sand and surf at Playa Lagun, tour the pleasant surroundings at Blue Bay Beach, and head off the coast to Klein (Little) Curacao.

To find photos, where to stay, and tourist information, read our Willemstad road trip planning website.

Fly from Bridgetown to Willemstad in 7 hours. May in Willemstad sees daily highs of 36°C and lows of 30°C at night. Wrap up your sightseeing on the 14th (Sun) to allow time to fly to Kralendijk.

The capital city and main port Bonaire, Kralendijk possesses a rich and varied history and natural heritage to explore on an adventurous and diverse itinerary.

Explore the numerous day-trip ideas around Kralendijk: Washington-Slagbaai National Park (Mount Brandaris, Boca Bartol, &more). There's still lots to do: step off the mainland to explore Klein Bonaire, get outside with Outdoor Activities, tour the pleasant surroundings at Bonaire National Marine Park, and brush up on your knowledge of spirits at The Cadushy Distillery.

You can plan Kralendijk trip in no time by asking Inspirock to help create your itinerary.

Getting from Willemstad to Kralendijk by flight takes about 4 hours. In May, daily temperatures in Kralendijk can reach 36°C, while at night they dip to 31°C. Cap off your sightseeing on the 18th (Thu) early enough to catch the flight to Oranjestad.

When vacationing on Aruba, don't miss taking a tour of Oranjestad, the capital of the small Caribbean island.

Venture out of the city with trips to San Nicolas (JADS Dive Center & Baby Beach). There's lots more to do: tour the pleasant surroundings at Eagle Beach, visit a coastal fixture at California Lighthouse and Sasariwichi Dunes, contemplate the long history of Bushiribana Gold Mill Ruins, and explore the striking landscape of Arikok National Park.

For reviews, photos, traveler tips, and tourist information, refer to the Oranjestad trip planner.

Traveling by flight from Kralendijk to Oranjestad takes 4.5 hours. In May, daily temperatures in Oranjestad can reach 38°C, while at night they dip to 31°C. Wrap up your sightseeing on the 23rd (Tue) early enough to fly to Seven Mile Beach.

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 24th (Wed): sample the fine beverages at Cayman Spirits Co. Distillery, see some colorful creatures with a scuba or snorkeling tour, then tour the pleasant surroundings at Stingray City Grand Cayman, and finally kick back and relax at Seven Mile Beach. Get ready for a full day of sightseeing on the 25th (Thu): admire nature's wide array of creatures at Cayman Turtle Centre: Island Wildlife Encounter, then take in the dramatic natural features at Hell Gift Store, then get engrossed in the history at Pedro St. James National Historic Site, and finally tour the pleasant surroundings at Mastic Trail.

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

Traveling by flight from Oranjestad to Seven Mile Beach takes 9.5 hours. The time zone difference moving from Atlantic Standard Time to Eastern Standard Time is minus 1 hour. In May, daily temperatures in Seven Mile Beach can reach 36°C, while at night they dip to 29°C. Cap off your sightseeing on the 25th (Thu) early enough to catch the flight to Ocho Rios.

A trip to Ocho Rios, the tourist hub of Saint Ann Parish, offers travelers a staggering amount of activities and cultural attractions.

Kick off your visit on the 26th (Fri): take in the dramatic scenery at Blue Hole, then take in the dramatic scenery at Dunn's River Falls and Park, and then take a pleasant ride with a tour on horseback. Get ready for a full day of sightseeing on the next day: Head underground at Green Grotto Caves and then fulfill a lifelong dream with a swim-with-the-dolphins experience.

To find reviews, traveler tips, photos, and tourist information, read our Ocho Rios trip planner.

Fly from Seven Mile Beach to Ocho Rios in 4.5 hours. In May in Ocho Rios, expect temperatures between 37°C during the day and 29°C at night. Finish up your sightseeing early on the 27th (Sat) so you can catch the flight to Providenciales.

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: enjoy the sand and surf at Grace Bay Beach, play a few rounds at Royal Turks and Caicos Golf Club, don't miss a visit to Leeward Beach, and stroll through Taylor Bay Beach.

For photos, reviews, other places to visit, and tourist information, you can read our Providenciales online trip itinerary maker.

You can fly from Ocho Rios to Providenciales in 5 hours. In May, daytime highs in Providenciales are 35°C, while nighttime lows are 29°C. Wrap up your sightseeing on the 31st (Wed) to allow time to fly to Santo Domingo.

Santo Domingo, the capital of the Dominican Republic, remains the oldest continuously inhabited settlement in the New World.

Santo Domingo is known for historic sites, sightseeing, and nature. Your trip includes some of its best attractions: don't miss a visit to Zona Colonial, see the interesting displays at Museo De Las Casas Reales, get up close and personal with brilliant marine life at National Aquarium, and contemplate the long history of Fortaleza Ozama.

To find ratings, reviews, maps, and more tourist information, go to the Santo Domingo tour itinerary planner.

Traveling by flight from Providenciales to Santo Domingo takes 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 3rd (Sat) so you can take a shuttle to Punta Cana.

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.

When in Punta Cana, make a side trip to see Altos de Chavon in La Romana, approximately La Romana away. Spend a day of island exploring on the 5th (Mon) at Saona Island. There's much more to do: whizz through the canopy at some of the top local zipline courses and adventure parks, find something for the whole family at Manati Park Bavaro, tee off at Punta Espada Golf Course, and see some colorful creatures with Happy Dive Center.

For more things to do, reviews, where to stay, and tourist information, you can read our Punta Cana trip planner.

Traveling by shuttle from Santo Domingo to Punta Cana takes 2 hours. Alternatively, you can drive; or fly. In June, daily temperatures in Punta Cana can reach 36°C, while at night they dip to 28°C. Wrap up your sightseeing on the 8th (Thu) early enough to fly to San Juan.

Founded by the Spanish in 1521, San Juan is the oldest city under U.S. jurisdiction and one of the oldest in the Americas.

Change things up with these side-trips from San Juan: Playa Luquillo (in Luquillo) and El Yunque National Forest (in El Yunque National Forest). Next up on the itinerary: kick back and relax at Condado Beach, pause for some serene contemplation at Catedral Basilica Menor de San Juan Bautista, tour the pleasant surroundings at Playa Ocean Park, and explore the world behind art at Museo de Arte de Puerto Rico.

To see ratings, reviews, and more tourist information, refer to the San Juan trip builder app.

Traveling by flight from Punta Cana to San Juan takes 3 hours. Alternatively, you can do a combination of bus and ferry. June in San Juan sees daily highs of 37°C and lows of 30°C at night. Finish your sightseeing early on the 12th (Mon) so you can fly to Culebra.

With much of Culebra a nature refuge, the tropical island has been protected from overdevelopment, chain hotels, and the cruise set.

Culebra is known for beaches, wildlife, and outdoors. Your trip includes some of its best attractions: stroll through Flamenco Beach, kick back and relax at Melones Beach, soothe aching muscles at Culebra Yoga, and head off the coast to Culebrita.

To see where to stay, traveler tips, and tourist information, read Culebra online day trip planner.

Getting from San Juan to Culebra by flight takes about 2 hours. Other options: do a combination of car and ferry; or do a combination of shuttle, taxi, and ferry. In June in Culebra, expect temperatures between 37°C during the day and 30°C at night. Finish up your sightseeing early on the 16th (Fri) so you can catch the flight to Isla de Vieques.

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.

Isla de Vieques is known for beaches, nature, and adventure. Your trip includes some of its best attractions: enjoy the sand and surf at Balneario Sun Bay, stroll through Playa Pata Prieta, relax and rejuvenate at Beatriz Beauty Boutique, and take a leisurely stroll along Mosquito Pier.

For where to stay, maps, ratings, and other tourist information, you can read our Isla de Vieques vacation planning site.

You can fly from Culebra to Isla de Vieques in 3.5 hours. Alternatively, you can ride a ferry. June in Isla de Vieques sees daily highs of 36°C and lows of 30°C at night. Finish your sightseeing early on the 20th (Tue) to allow enough time to travel to East End.

St.

Explore East End's surroundings by going to Caneel Bay Beach (in Caneel Bay) and Virgin Islands National Park (Jumbie Beach, Trunk Bay Beach, &more). There's lots more to do: kick back and relax at Magens Bay, identify plant and animal life at St. Thomas Dive Center, don't miss a visit to Main Street, and get to know the resident critters at Coral World Ocean Park.

To find ratings, traveler tips, photos, and tourist information, go to the East End tour planner.

You can do a combination of flight and taxi from Isla de Vieques to East End in 5.5 hours. In June in East End, expect temperatures between 37°C during the day and 30°C at night. Finish up your sightseeing early on the 24th (Sat) so you can travel to Simpson Bay.

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: explore the activities along Mullet Bay Beach, look for gifts at Caribbean Gems, enjoy the sand and surf at Cupecoy Bay Beach, and tour the pleasant surroundings at Dawn Beach.

To see photos, reviews, where to stay, and tourist information, read Simpson Bay trip itinerary tool.

Do a combination of ferry and flight from East End to Simpson Bay in 5 hours. Alternatively, you can do a combination of taxi and flight; or do a combination of taxi, flight, and ferry. In June in Simpson Bay, expect temperatures between 35°C during the day and 30°C at night. Cap off your sightseeing on the 29th (Thu) early enough to catch the flight back home.