19 days in Caribbean Itinerary

19 days in Caribbean Itinerary

Created using Inspirock trip maker

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Fly
1
Montego Bay, Jamaica
— 2 nights
Fly
2
Seven Mile Beach, Cayman Islands
— 3 nights
Fly
3
Providenciales, Turks and Caicos
— 2 nights
Fly
4
Soufriere, St. Lucia
— 2 nights
Fly
5
Grand Cul-de-Sac, St. Barthelemy
— 2 nights
Fly
6
San Juan, Puerto Rico
— 3 nights
Drive
7
Dorado, Puerto Rico
— 1 night
Drive to Luis Munoz Marin International Airport, Fly to Bengaluru

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Montego Bay, Jamaica

— 2 nights
The second largest city in Jamaica, Montego Bay boasts an international airport and a major cruise-line terminal, so it regularly receives a big influx of visitors to the island.
Start off your visit on the 24th (Wed): browse the exhibits of Greenwood Great House, steep yourself in history at Rose Hall Great House, and then tour the pleasant surroundings at Doctor's Cave Beach. Here are some ideas for day two: explore the activities along Martha Brae Rafting Village.

For more things to do, where to stay, traveler tips, and more tourist information, use the Montego Bay road trip app.

Bengaluru, India to Montego Bay is an approximately 27-hour flight. The time zone changes from India Standard Time to Eastern Standard Time, which is usually a -10.5 hour difference. Expect a bit cooler weather when traveling from Bengaluru in April: highs in Montego Bay hover around 37°C, while lows dip to 28°C. Wrap up your sightseeing by early afternoon on the 25th (Thu) to allow enough time to fly to Seven Mile Beach.

Things to do in Montego Bay

Parks · Beaches · Outdoors · Nature
Find places to stay Apr 23 — 25:

Seven Mile Beach, Cayman Islands

— 3 nights
Seven Mile Beach is a long crescent of coral-sand beach on the western end of Grand Cayman island. On the 26th (Fri), discover the deep blue sea with a scuba or snorkeling tour, then step into the grandiose world of Pedro St. James National Historic Site, and then kick back and relax at Rum Point. Get ready for a full day of sightseeing on the 27th (Sat): browse the exhibits of Cayman Islands National Museum, then stroll through Seven Mile Beach, and then get up close to creatures of the deep with a dolphin and whale watching tour.

To see more things to do, where to stay, ratings, and tourist information, refer to the Seven Mile Beach attractions planner.

You can fly from Montego Bay to Seven Mile Beach in 7.5 hours. In April in Seven Mile Beach, expect temperatures between 35°C during the day and 29°C at night. Wrap up your sightseeing on the 28th (Sun) to allow time to fly to Providenciales.

Things to do in Seven Mile Beach

Outdoors · Tours · Wildlife · Beaches

Side Trips

Find places to stay Apr 25 — 28:

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.
Start off your visit on the 28th (Sun): stroll through Coral Gardens Reef, shop like a local with Cuban Crafters TCI - Cigar Factory, then take in the exciting artwork at Anna's Art Gallery, and finally stroll through Grace Bay Beach. On the 29th (Mon), you'll have a packed day of sightseeing: take a tour by water with Boat Tours & Water Sports and then take a tour by water with Boat Tours & Water Sports.

For ratings, more things to do, maps, and other tourist information, you can read our Providenciales vacation maker tool.

You can fly from Seven Mile Beach to Providenciales in 9.5 hours. In April in Providenciales, expect temperatures between 34°C during the day and 28°C at night. Wrap up your sightseeing by early afternoon on the 30th (Tue) to allow enough time to fly to Soufriere.

Things to do in Providenciales

Outdoors · Tours · Wildlife · Parks
Find places to stay Apr 28 — 30:

Soufriere, St. Lucia

— 2 nights
Home to some of Saint Lucia's landmark buildings and natural features, Soufriere provides travelers with an engaging and direct route into the center of island life.
On the 1st (Wed), admire the natural beauty at Diamond Falls Botanical Gardens, then get impressive views of Pitons, and then explore and take pictures at Anse Mamin. Keep things going the next day: explore the galleries of Zaka Art Cafe, then hike along Tet Paul Nature Trail, and then witness a stunning natural landmark at Sulphur Springs.

To see where to stay, traveler tips, ratings, and more tourist information, you can read our Soufriere travel route planner.

Traveling by flight from Providenciales to Soufriere takes 20 hours. You'll lose 1 hour traveling from Providenciales to Soufriere due to the time zone difference. In April in Soufriere, expect temperatures between 35°C during the day and 29°C at night. Finish up your sightseeing early on the 2nd (Thu) so you can catch the flight to Grand Cul-de-Sac.

Things to do in Soufriere

Parks · Nature · Trails · Outdoors

Side Trip

Find places to stay Apr 30 — May 2:

Grand Cul-de-Sac, St. Barthelemy

— 2 nights
Kick off your visit on the 3rd (Fri): kick back and relax at Grand Cul de Sac Beach, then stroll through Anse de Grande Saline, and then tour the pleasant surroundings at Shell Beach. Here are some ideas for day two: shop like a local with Sea Spice, tour the pleasant surroundings at St. Jean Beach, and then pause for some photo ops at Swedish Clock Tower.

To find other places to visit, maps, more things to do, and other tourist information, read our Grand Cul-de-Sac road trip planner.

Getting from Soufriere to Grand Cul-de-Sac by flight takes about 8.5 hours. Other options: do a combination of bus, ferry, and flight. Finish your sightseeing early on the 5th (Sun) so you can fly to San Juan.

Things to do in Grand Cul-de-Sac

Beaches · Parks · Outdoors · Shopping

Side Trips

Find places to stay May 2 — 5:

San Juan, Puerto Rico

— 3 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.
You'll visit kid-friendly attractions like Old San Juan and Catedral Basilica Menor de San Juan Bautista. Sitio Histórico de San Juan and Museo de Las Americas are good opportunities to explore the local culture. There's lots more to do: kick back and relax at Condado Beach, take an in-depth tour of Museum of History, Anthropology and Art, see the interesting displays at Para la Naturaleza, and shop like a local with Walter Otero Contemporary Art.

To see other places to visit, maps, and other tourist information, refer to the San Juan attractions planner.

Traveling by flight from Grand Cul-de-Sac to San Juan takes 4.5 hours. In May in San Juan, expect temperatures between 36°C during the day and 28°C at night. Cap off your sightseeing on the 8th (Wed) early enough to go by car to Dorado.

Things to do in San Juan

Museums · Historic Sites · Shopping · Beaches
Find places to stay May 5 — 8:

Dorado, Puerto Rico

— 1 night
Dorado is a town and municipality in the northern coast of Puerto Rico (U.S.), 15mi west of San Juan and is located in the northern region of the island, bordering the Atlantic Ocean, north of Toa Alta, east of Vega Alta, and west of Toa Baja. Kick off your visit on the 8th (Wed): see the interesting displays at Museo del Cafe, visit a coastal fixture at Arecibo Lighthouse & Historical Park, and then get some fabulous bargains at Puerto Rico Premium Outlets.

To see traveler tips, more things to do, and other tourist information, read our Dorado online trip itinerary builder.

Dorado is very close to San Juan. May in Dorado sees daily highs of 36°C and lows of 28°C at night. Wrap up your sightseeing by early afternoon on the 9th (Thu) to allow time for travel back home.

Things to do in Dorado

Parks · Beaches · Shopping · Outdoors

Side Trips

Find places to stay May 8 — 9:

Jamaica travel guide

4.1
Waterfalls · Beaches · Nightlife
The third most populous English-speaking country in the Americas, Jamaica remains a member of the Commonwealth of Nations, with the British monarch its official head of state. Jamaica tourism thrives thanks to the island nation's reputation for natural beauty, outstanding cuisine, and lively music scene. The country's landscape is as diverse as its population, its tropical climate supporting varied ecosystems that include everything from savannahs to rugged mountain slopes. For most visitors, a holiday in Jamaica is a largely outdoor affair, with hiking, fishing, golfing, camping, snorkeling, horseback riding, and kite surfing among the most popular things to do.

Grand Cayman travel guide

4.1
Scuba & Snorkeling · Beaches · Nature & Parks
The largest of the Cayman Islands, the aptly named Grand Cayman packs quite a punch when it comes to modern tourist attractions. Banking may be the main reason to take a trip to Grand Cayman for the world's business elite, but casual travelers come here to swim, dive, snorkel, and pet, feed, and swim with placid stingrays. With countless shops, spas, hotels, and restaurants, the island is also a major destination for couples, who come here to either honeymoon or get married. Traffic congestion and big crowds can make a vacation in Grand Cayman a hectic affair, but you can always take a day trip to Little Cayman or Cayman Brac to find tranquil beaches and dive offshore shipwrecks and reefs.

Turks and Caicos travel guide

4.5
Beaches · Scuba & Snorkeling · Landmarks
Known as the location of one of the longest coral reefs in the world, Turks and Caicos offer scenic white-sand beaches, calm waters, and warm, sunny weather. Apart from the upscale resorts in Providenciales, which is known for its award-winning beach, the rest of the scenery remains mostly pristine and uncrowded. On a trip to Turks and Caicos, you can spend days lazing on a deserted beach, go island hopping, and enjoy a range of fun activities, from world-class snorkeling and diving, to hiking, sailing, deep-sea fishing, and bird-watching.

St. Lucia travel guide

4.1
Hot Springs · Bodies of Water · Tourist Spots
The island of St. Lucia is hailed for its scenic landscape of tall mountains, forested hills, and fertile valleys sprinkled with banana plantations. The island's dramatic scenery is most renowned for the Pitons, two volcanic spires that rise from the ocean floor. Whether you're visiting the island as part of a cruise, a romantic honeymoon, or looking for adventure, a St. Lucia vacation offers something for everyone. Discover the island's hidden beaches and coves, go climbing or hiking, and enjoy the picturesque views and tropical weather.

St. Barthelemy travel guide

4.2
Nature & Parks · Scuba & Snorkeling · Shopping
St. Barts
The volcanic island of St. Barthelemy has become a popular holiday destination for the rich and famous. It doesn't take a large leap of the imagination to see why, with the towering mountainous backdrop, green hills, and waters protected by a coral reef. The beaches offer ample room for lazing under the sun, while the calm waters offer rich marine environments, easily accessible on dives or snorkeling trips. A St. Barthelemy vacation can work to a budget more modest than a millionaire's too, with good deal available during off season.

Puerto Rico travel guide

4.5
Historic Walking Areas · Beaches · Surfing, Windsurfing & Kitesurfing
A U.S. territory encompassing one big island and several smaller ones, Puerto Rico appeals to visitors from around the globe with its rich history, pleasant climate, natural beauty, and renowned local cuisine. Most tourists take a vacation in Puerto Rico for that classic seaside experience, though the island offers much more than just sun and sand. Tours of Puerto Rico usually start in the city of San Juan, which boasts a trendy bar scene and plenty of art museums for visitors looking to add a bit of culture to their vacation. A short drive from the island's urban centers, pristine rainforests serve as peaceful retreats from the city bustle and ensure plenty of chances to spot wildlife and take exhilarating nature walks.