15 days in Caribbean Itinerary

15 days in Caribbean Itinerary

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Route & dates

15 days in Caribbean Itinerary

Start: Pune, India
Fly:  25​h
1
San Juan, Puerto Rico
— 2 nights
Fly:  30​min
2
Culebra, Puerto Rico
— 2 nights
Fly + Drive:  2​h 15​min
3
Isla de Vieques, Puerto Rico
— 4 nights
Fly:  3​h
4
Philipsburg, St. Maarten-St. Martin
— 2 nights
Fly + shuttle:  4​h 15​min
5
Punta Cana, Dominican Republic
— 2 nights
Fly:  22​h 15​min
End: Pune, India

2
nights
San Juan, Puerto Rico

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Change things up with a short trip to El Yunque Rain Forest in El Yunque National Forest (about 1h 10 min away). There's lots more to do: appreciate the extensive heritage of Old San Juan, take in the architecture and atmosphere at Catedral Metropolitana Basilica de San Juan Bautista, indulge in some culinary diversions at a local gastronomic tour, and take a memorable tour with Tours.

To find where to stay, maps, reviews, and tourist information, refer to the San Juan online holiday planner .

Pune, India to San Juan is an approximately 25-hour flight. You can also do a combination of train and flight; or do a combination of flight and car. Traveling from Pune to San Juan, you'll gain 9 hours due to the time zone difference. February in San Juan sees daily highs of 34°C and lows of 26°C at night. Wrap up your sightseeing on the 14th (Fri) early enough to fly to Culebra.

Things to do in San Juan

Parks Outdoors Tours

Side Trip

El Yunque Rain Forest
Find places to stay Feb 11 — 14:
Highlights from your plan
El Yunque Rain Forest ©
El Yunque Rain Forest
Old San Juan ©
Old San Juan
Condado Beach ©
Condado Beach

2
nights
Culebra, Puerto Rico

Culebra ©
With much of Culebra a nature refuge, the tropical island has been protected from overdevelopment, chain hotels, and the cruise set.
On the 15th (Sat), tour the pleasant surroundings at Playa Punta Soldado Beach and then tour the pleasant surroundings at Flamenco Beach. Get ready for a full day of sightseeing on the next day: tour the pleasant surroundings at Zoni Beach, then step off the mainland to explore Culebrita Island, and then visit a coastal fixture at Culebrita Lighthouse.

To find maps, where to stay, reviews, and tourist information, use the Culebra tour planner .

Culebra is very close to San Juan. In February, daytime highs in Culebra are 34°C, while nighttime lows are 26°C. Wrap up your sightseeing on the 16th (Sun) to allow time to travel to Isla de Vieques.

Things to do in Culebra

Parks Outdoors Beaches
Find places to stay Feb 14 — 16:
Highlights from your plan
Culebrita Island ©
Culebrita Island
Flamenco Beach ©
Flamenco Beach
Zoni Beach ©
Zoni Beach

4
nights
Isla de Vieques, Puerto Rico

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 nature, beaches, adventure, wildlife, and nightlife. Your plan includes some of its best attractions: contemplate the waterfront views at Sun Bay Beach, take some stellar pictures from Puerto Ferro Lighthouse, take in the waterfront at Malecon, and find your balance on the water with some of the best stand-up paddleboarding in the area.

To see maps, reviews, and tourist information, you can read our Isla de Vieques holiday site .

Traveling by combination of flight and car from Culebra to Isla de Vieques takes 2.5 hours. Alternatively, you can ride a ferry. In February, plan for daily highs up to 33°C, and evening lows to 26°C. Wrap up your sightseeing on the 20th (Thu) to allow time to travel to Philipsburg.

Things to do in Isla de Vieques

Parks Outdoors Beaches
Find places to stay Feb 16 — 20:
Highlights from your plan
Sun Bay Beach ©
Sun Bay Beach
Vieques National Wildlife Refuge ©
Vieques National Wildlife Refuge
La Chiva ©
La Chiva

2
nights
Philipsburg, St. Maarten-St. Martin

Philipsburg ©
Take a trip to Philipsburg, the capital of Sint Maarten, and enjoy dynamic nightlife and great shopping.
Start off your visit on the 21st (Fri): tour the pleasant surroundings at Dawn Beach, steep yourself in history at Fort Amsterdam, then enjoy the sand and surf at Maho Beach, and finally contemplate the waterfront views at Mullet Bay Beach. On the 22nd (Sat), you'll have a packed day of sightseeing: tour the pleasant surroundings at Orient Bay Beach, stop by Le Grande Marche, and then kick back and relax at Cupecoy Bay Beach.

To find ratings, maps, where to stay, and other tourist information, refer to the Philipsburg tour itinerary planner .

Fly from Isla de Vieques to Philipsburg in 3 hours. In February in Philipsburg, expect temperatures between 33°C during the day and 27°C at night. Cap off your sightseeing on the 22nd (Sat) early enough to travel to Punta Cana.

Things to do in Philipsburg

Parks Outdoors Beaches

Side Trips

Sint Maarten, Orient Bay Beach, Le Grande Marche, Cupecoy Bay Beach, Maho Beach
Find places to stay Feb 20 — 22:
Highlights from your plan
Maho Beach ©
Maho Beach
Orient Bay Beach ©
Orient Bay Beach
Mullet Bay Beach ©
Mullet Bay Beach

2
nights
Punta Cana, Dominican Republic

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.
On the 23rd (Sun), take a memorable tour with Tours and then tee off at Punta Espada Golf Course. Get ready for a full day of sightseeing on the next day: stop by HARRISON'S Fine Caribbean Jewelers and then kick back and relax at Bavaro Beach.

To find photos, other places to visit, more things to do, and tourist information, read our Punta Cana visit planning app .

You can do a combination of flight and shuttle from Philipsburg to Punta Cana in 4.5 hours. Another option is to fly. In February, daily temperatures in Punta Cana can reach 33°C, while at night they dip to 25°C. Wrap up your sightseeing on the 24th (Mon) early enough to travel back home.

Things to do in Punta Cana

Outdoors Parks Wildlife
Find places to stay Feb 22 — 24:
Highlights from your plan
Bavaro Beach ©
Bavaro Beach
Swim with Dolphins
Punta Espada Golf Course ©
Punta Espada Golf Course

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