15 days in Caribbean Itinerary

Created using Inspirock Caribbean route planner
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1
Seven Mile Beach, Cayman Islands
— 1 night
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2
Ocho Rios, Jamaica
— 1 night
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3
Providenciales, Turks and Caicos
— 1 night
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4
Santo Domingo, Dominican Republic
— 3 nights
Fly to Beef Island, Ferry to Virgin Gorda
5
Virgin Gorda, British Virgin Islands
— 1 night
Ferry to Beef Island, Fly to English Harbour
6
English Harbour, Antigua and Barbuda
— 2 nights
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7
Bridgetown, Barbados
— 2 nights
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8
Culebra, Puerto Rico
— 3 nights
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Seven Mile Beach, Cayman Islands — 1 night

Seven Mile Beach is a long crescent of coral-sand beach on the western end of Grand Cayman island. Start off your visit on the 20th (Mon): tour the pleasant surroundings at Stingray City Grand Cayman. Keep things going the next day: enjoy the sand and surf at Seven Mile Beach, then brush up on your knowledge of spirits at Cayman Spirits Co. Distillery, and then stroll through Mastic Trail.

To find ratings, traveler tips, maps, and more tourist information, you can read our Seven Mile Beach trip builder site.

Indianapolis, USA to Seven Mile Beach is an approximately 8.5-hour flight. Expect much warmer temperatures when traveling from Indianapolis in February; daily highs in Seven Mile Beach reach 84°F and lows reach 74°F. Finish up your sightseeing early on the 21st (Tue) so you can catch the flight to Ocho Rios.
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Parks · Wildlife · Outdoors · Beaches
Side Trips
Find places to stay Feb 20 — 21:

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.
On the 22nd (Wed), admire the sheer force of Dunn's River Falls and Park and then walk around Konoko Falls.

For other places to visit, where to stay, and tourist information, refer to the Ocho Rios tour planning tool.

Traveling by flight from Seven Mile Beach to Ocho Rios takes 4.5 hours. February in Ocho Rios sees daily highs of 87°F and lows of 73°F at night. Finish up your sightseeing early on the 22nd (Wed) so you can catch the flight to Providenciales.
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Parks · Nature
Find places to stay Feb 21 — 22:

Providenciales, Turks and Caicos — 1 night

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 23rd (Thu): tour the pleasant surroundings at Grace Bay Beach and then play a few rounds at Royal Turks and Caicos Golf Club.

To find traveler tips, photos, other places to visit, and other tourist information, go to the Providenciales trip builder website.

You can fly from Ocho Rios to Providenciales in 5 hours. When traveling from Ocho Rios in February, plan for a bit cooler days and about the same nights in Providenciales: temperatures range from 82°F by day to 74°F at night. Wrap up your sightseeing on the 23rd (Thu) to allow time to fly to Santo Domingo.
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Outdoors · Parks · Golf · Beaches
Find places to stay Feb 22 — 23:

Santo Domingo, Dominican Republic — 3 nights

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: pause for some serene contemplation at Basilica Cathedral of Santa Maria la Menor, contemplate the long history of Casa del Cordon, take an in-depth tour of Museo Memorial de la Resistencia, and step into the grandiose world of Alcazar de Colon.

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

You can fly from Providenciales to Santo Domingo in 5 hours. Due to the time zone difference, you'll lose 1 hour traveling from Providenciales to Santo Domingo. Wrap up your sightseeing on the 26th (Sun) early enough to travel to Virgin Gorda.
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Historic Sites · Parks · Shopping · Museums
Find places to stay Feb 23 — 26:

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.
Kick off your visit on the 27th (Mon): contemplate the waterfront views at Savannah Bay, enjoy the sand and surf at Spring Bay, and then tour the pleasant surroundings at The Baths.

To see where to stay, more things to do, photos, and other tourist information, go to the Virgin Gorda travel planning website.

You can do a combination of flight and ferry from Santo Domingo to Virgin Gorda in 5.5 hours. In February, daytime highs in Virgin Gorda are 84°F, while nighttime lows are 75°F. Wrap up your sightseeing on the 27th (Mon) early enough to travel to English Harbour.
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Parks · Outdoors · Beaches · Nature
Find places to stay Feb 26 — 27:

English Harbour, Antigua and Barbuda — 2 nights

Start off your visit on the 28th (Tue): contemplate the waterfront views at Dickenson Bay, then explore the striking landscape at Devil's Bridge, and then discover the deep blue sea with Stingray City. Get ready for a full day of sightseeing on the next day: explore the striking landscape of Nelson's Dockyard.

For reviews, photos, other places to visit, and tourist information, refer to the English Harbour trip planner.

Traveling by combination of ferry and flight from Virgin Gorda to English Harbour takes 4.5 hours. In February, daily temperatures in English Harbour can reach 82°F, while at night they dip to 72°F. Wrap up your sightseeing on the 1st (Wed) early enough to fly to Bridgetown.
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Nature · Parks · Outdoors · Beaches
Side Trips
Find places to stay Feb 27 — Mar 1:

Bridgetown, Barbados — 2 nights

Bridgetown is the capital and largest city of Barbados. On the 2nd (Thu), take in nature's colorful creations at Welchman Hall Gully, Head underground at Harrison's Cave., admire the natural beauty at Hunte's Gardens, then contemplate the long history of Andromeda Botanic Gardens, and finally kick back and relax at Soup Bowl.

For where to stay, photos, other places to visit, and more tourist information, read Bridgetown trip maker.

You can fly from English Harbour to Bridgetown in 4.5 hours. In March, daytime highs in Bridgetown are 85°F, while nighttime lows are 75°F. Wrap up your sightseeing by early afternoon on the 3rd (Fri) to allow time for the flight to Culebra.
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Parks · Outdoors · Tours · Historic Sites
Side Trips
Find places to stay Mar 1 — 3:

Culebra, Puerto Rico — 3 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 4th (Sat): kick back and relax at Playa Zoni, step off the mainland to explore Culebrita, and then visit a coastal fixture at Culebrita Lighthouse. Get ready for a full day of sightseeing on the next day: kick back and relax at Flamenco Beach.

Make your Culebra itinerary with Inspirock to find out what to see and where to go.

You can fly from Bridgetown to Culebra in 10.5 hours. In March in Culebra, expect temperatures between 84°F during the day and 73°F at night. On the 6th (Mon), wrap the sightseeing up by early afternoon so you can fly back home.
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Parks · Outdoors · Beaches · Nature
Find places to stay Mar 3 — 6:

Puerto Rico travel guide

4.6
Historic Walking Areas · Beaches · Kayaking & Canoeing
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.
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