19 days in Caribbean Itinerary

19 days in Caribbean Itinerary

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Route & dates

19 days in Caribbean Itinerary

Start: Bengaluru, India
Fly:  27​h
1
Montego Bay, Jamaica
— 2 nights
Fly:  8​h
2
Seven Mile Beach, Cayman Islands
— 3 nights
Fly:  6​h 15​min
3
Providenciales, Turks and Caicos
— 2 nights
Fly:  7​h 45​min
4
Soufriere, St. Lucia
— 2 nights
Fly:  8​h
5
Grand Cul-de-Sac, St. Barthelemy
— 2 nights
Fly:  4​h 45​min
6
San Juan, Puerto Rico
— 3 nights
Drive:  30​min
7
Dorado, Puerto Rico
— 1 night
Drive + Fly:  32​h
End: Bengaluru, India

2
nights
Montego Bay, Jamaica

Montego Bay ©
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.
On the 24th (Wed), make a trip to Greenwood Great House, contemplate the long history of 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 River.

To see photos, reviews, and tourist information, go to the Montego Bay trip itinerary planning tool .

Bengaluru, India to Montego Bay is an approximately 27-hour flight. You can also do a combination of flight and bus. The time zone changes from India Standard Time (IST) to Eastern Standard Time (EST), which is usually a -10 hour difference. When traveling from Bengaluru in April, plan for a bit cooler days and about the same nights in Montego Bay: temperatures range from 37°C by day to 28°C at night. Wrap up your sightseeing by early afternoon on the 25th (Thu) to allow time for travel to Seven Mile Beach.

Things to do in Montego Bay

Parks Beaches Outdoors
Find places to stay Apr 23 — 25:
Highlights from your plan
Doctor's Cave Beach ©
Doctor's Cave Beach
Rose Hall Great House ©
Rose Hall Great House
Greenwood Great House ©
Greenwood Great House

3
nights
Seven Mile Beach, Cayman Islands

Start off your visit on the 26th (Fri): discover the deep blue sea with a scuba or snorkeling tour, explore the historical opulence of Pedro St. James National Historic Site, and then kick back and relax at Rum Point. Here are some ideas for day two: take an in-depth tour of Cayman Islands National Museum, enjoy the sand and surf at Seven Mile Beach, and then get up close to creatures of the deep with a dolphin and whale watching tour.

For more things to do, traveler tips, maps, and more tourist information, use the Seven Mile Beach day trip planner.

Traveling by flight from Montego Bay to Seven Mile Beach takes 8 hours. In April, daytime highs in Seven Mile Beach are 35°C, while nighttime lows are 29°C. Finish your sightseeing early on the 28th (Sun) so you can travel to Providenciales.

Things to do in Seven Mile Beach

Outdoors Tours Wildlife

Side Trips

Grand Cayman, George Town
Find places to stay Apr 25 — 28:
Highlights from your plan
Scuba & Snorkeling
Seven Mile Beach ©
Seven Mile Beach
Rum Point ©
Rum Point

2
nights
Providenciales, Turks and Caicos

Providenciales ©
The most commercialized part of the Turks and Caicos, Providenciales remains the islands' tourism heaven, boasting many resorts, hotel chains, and condominiums.
Kick off your visit on the 28th (Sun): look for all kinds of wild species at Bight Reef, look for gifts at Cuban Crafters TCI - Cigar Factory, then get a taste of the local shopping with Anna's Art Gallery, and finally enjoy the sand and surf at Grace Bay. Get ready for a full day of sightseeing on the next day: zoom along the surf with a waterskiing or jet-skiing adventure and then discover the deep blue sea with a scuba or snorkeling tour.

To find ratings, reviews, traveler tips, and more tourist information, read our Providenciales journey maker site .

You can fly from Seven Mile Beach to Providenciales in 6.5 hours. Expect a daytime high around 34°C in April, and nighttime lows around 28°C. On the 30th (Tue), wrap the sightseeing up by early afternoon so you can travel to Soufriere.

Things to do in Providenciales

Outdoors Tours Wildlife
Find places to stay Apr 28 — 30:
Highlights from your plan
Grace Bay Beach ©
Grace Bay Beach
Scuba & Snorkeling
Coral Gardens Reef ©
Coral Gardens Reef

2
nights
Soufriere, St. Lucia

Soufriere ©
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.
Start off your visit on the 1st (Wed): take in the dramatic scenery at Diamond Falls Botanical Gardens, take your sightseeing to a higher altitude at Pitons, and then explore the activities along Anse Mamin. On the 2nd (Thu), you'll have a packed day of sightseeing: take in the exciting artwork at Zaka Art Cafe, then get some thrills on the water with a speed boat tour, then hike along Tet Paul Nature Trail, and finally take in the natural beauty of Sulphur Springs.

For other places to visit, photos, more things to do, and tourist information, you can read our Soufriere trip itinerary planner .

Fly from Providenciales to Soufriere in 8 hours. The time zone difference when traveling from Providenciales to Soufriere is 1 hour. April in Soufriere sees daily highs of 35°C and lows of 29°C at night. Wrap up your sightseeing on the 2nd (Thu) to allow time to travel to Grand Cul-de-Sac.

Things to do in Soufriere

Parks Nature Trails

Side Trip

Gros Piton
Find places to stay Apr 30 — May 2:
Highlights from your plan
Diamond Falls Botanical Gardens ©
Diamond Falls Botanical Gardens
Gros Piton ©
Gros Piton
Tet Paul Nature Trail ©
Tet Paul Nature Trail

2
nights
Grand Cul-de-Sac, St. Barthelemy

Grand Cul-de-Sac ©
On the 3rd (Fri), stroll through Grand Cul de Sac Beach, then kick back and relax at Anse de Grande Saline, and then stroll through Shell Beach. Here are some ideas for day two: stop by Sea Spice, then enjoy the sand and surf at St. Jean Beach, and then pause for some photo ops at Swedish Clock Tower.

To see maps, traveler tips, ratings, and other tourist information, use the Grand Cul-de-Sac trip maker app .

Traveling by flight from Soufriere to Grand Cul-de-Sac takes 8 hours. Wrap up your sightseeing on the 5th (Sun) early enough to travel to San Juan.

Things to do in Grand Cul-de-Sac

Parks Beaches Outdoors

Side Trips

St. Jean, Gustavia, Anse de Grande Saline
Find places to stay May 2 — 5:
Highlights from your plan
Grand Cul de Sac Beach ©
Grand Cul de Sac Beach
St. Jean Beach ©
St. Jean Beach
Anse de Grande Saline ©
Anse de Grande Saline

3
nights
San Juan, Puerto Rico

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Visit Old San Juan and San Juan National Historic Site for their historical value. Let the collections at Museo de Las Americas and Botello Gallery capture your imagination. There's still lots to do: tour the pleasant surroundings at Condado Beach, view the masterpieces at The Poet's Passage, explore the world behind art at Walter Otero Contemporary Art, and revel in the low prices at Coach Outlet Store.

To see where to stay, photos, and more tourist information, use the San Juan travel route planner.

Traveling by flight from Grand Cul-de-Sac to San Juan takes 5 hours. In May, daily temperatures in San Juan can reach 36°C, while at night they dip to 28°C. Wrap up your sightseeing on the 8th (Wed) to allow time to drive to Dorado.

Things to do in San Juan

Museums Historic Sites Shopping
Find places to stay May 5 — 8:
Highlights from your plan
Old San Juan ©
Old San Juan
Condado Beach ©
Condado Beach
Sitio Histórico de San Juan ©
Sitio Histórico de San Juan

1
night
Dorado, Puerto Rico

Dorado ©
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. Start off your visit on the 8th (Wed): see the interesting displays at Coffee Museum, then visit a coastal fixture at Arecibo Lighthouse & Historical Park, and then get some fabulous bargains at Puerto Rico Premium Outlets.

To find maps, reviews, photos, and other tourist information, refer to the Dorado online journey builder .

Dorado is very close to San Juan. In May, daily temperatures in Dorado can reach 36°C, while at night they dip to 28°C. Wrap up your sightseeing by early afternoon on the 9th (Thu) to allow enough time to travel back home.

Things to do in Dorado

Parks Beaches Shopping

Side Trips

Museo del Cafe, Arecibo Lighthouse & Historical Park, Puerto Rico Premium Outlets
Find places to stay May 8 — 9:
Highlights from your plan
Dorado Beach ©
Dorado Beach
Museo del Cafe ©
Museo del Cafe
Puerto Rico Premium Outlets ©
Puerto Rico Premium Outlets

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