15 days in Caribbean Itinerary

15 days in Caribbean Itinerary

Created using Inspirock Caribbean itinerary planner

Plan created by another user. Make it yours
Fly
1
Negril, Jamaica
— 1 night
Bus to Cross Roads, Fly to Providenciales
2
Providenciales, Turks and Caicos
— 2 nights
Fly
3
San Juan, Puerto Rico
— 4 nights
Fly
4
Culebra, Puerto Rico
— 3 nights
Fly
5
Philipsburg, St. Maarten-St. Martin
— 4 nights
Fly

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1
night
Negril, Jamaica

Once Jamaica's hidden gem, Negril has significantly expanded its infrastructure without losing its casual way of life.
Kick off your visit on the 2nd (Tue): contemplate the waterfront views at Bloody Bay and then stroll through Seven Mile Beach.

To see more things to do, ratings, photos, and more tourist information, use the Negril trip itinerary builder.

Bridgetown, Barbados to Negril is an approximately 12-hour flight. You'll gain 1 hour traveling from Bridgetown to Negril due to the time zone difference. In June, plan for daily highs up to 38°C, and evening lows to 29°C. Wrap up your sightseeing on the 2nd (Tue) early enough to travel to Providenciales.

Things to do in Negril

Beaches · Outdoors · Parks · Nature

2
nights
Providenciales, Turks and Caicos

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 3rd (Wed): steep yourself in history at Cheshire Hall Plantation, kick back and relax at Grace Bay Beach, and then tee off at Provo Golf Club. Keep things going the next day: see the vivid underwater world at Coral Gardens Reef and then tour the pleasant surroundings at Taylor Bay Beach.

To see ratings, more things to do, reviews, and other tourist information, read our Providenciales road trip app.

Do a combination of bus and flight from Negril to Providenciales in 11 hours. In June in Providenciales, expect temperatures between 37°C during the day and 31°C at night. Finish your sightseeing early on the 4th (Thu) to allow enough time to travel to San Juan.

Things to do in Providenciales

Outdoors · Parks · Beaches · Golf

4
nights
San Juan, Puerto Rico

Walled City

Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Explore the numerous day-trip ideas around San Juan: El Yunque Rain Forest (in El Yunque National Forest) and Museo de Arte de Ponce (in Ponce). There's lots more to do: get to know the fascinating history of Old San Juan, let your taste buds guide you at a local gastronomic tour, make a trip to Plaza de la Catedral, and stroll through Condado Beach.

For reviews, maps, and tourist information, you can read our San Juan trip planner.

Traveling by flight from Providenciales to San Juan takes 7.5 hours. You'll lose 1 hour traveling from Providenciales to San Juan due to the time zone difference. In June, daily temperatures in San Juan can reach 37°C, while at night they dip to 30°C. Cap off your sightseeing on the 8th (Mon) early enough to travel to Culebra.

Things to do in San Juan

Parks · Outdoors · Historic Sites · Tours

Side Trips

3
nights
Culebra, Puerto Rico

Little Island

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 nature. Your plan includes some of its best attractions: enjoy the sand and surf at Flamenco Beach, tour the pleasant surroundings at Tamarindo Beach, step off the mainland to explore Culebrita Island, and visit a coastal fixture at Culebrita Lighthouse.

Inspirock's itinerary builder makes planning a Culebra trip simple and quick.

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 and ferry. In June, daily temperatures in Culebra can reach 37°C, while at night they dip to 30°C. Wrap up your sightseeing on the 11th (Thu) to allow time to travel to Philipsburg.

Things to do in Culebra

Parks · Beaches · Outdoors · Nature

4
nights

Take a trip to Philipsburg, the capital of Sint Maarten, and enjoy dynamic nightlife and great shopping.
When in Philipsburg, make a side trip to see Cupecoy Bay Beach in Cupecoy Bay, approximately Cupecoy Bay away. The adventure continues: stroll through Maho Beach, enjoy the sand and surf at Orient Bay Beach, contemplate the long history of Fort Amsterdam, and examine the collection at Yoda Guy Movie Exhibit.

To see where to stay, photos, reviews, and tourist information, use the Philipsburg trip itinerary maker site.

Fly from Culebra to Philipsburg in 5.5 hours. In June, daytime highs in Philipsburg are 35°C, while nighttime lows are 30°C. Finish your sightseeing early on the 15th (Mon) so you can travel back home.

Things to do in Philipsburg

Outdoors · Beaches · Parks · Tours

Side Trips