14 days in Caribbean Itinerary

14 days in Caribbean Itinerary

Created using Inspirock Caribbean journey planner

Plan created by another user. Make it yours
1
Philipsburg, St. Maarten-St. Martin
— 2 nights
2
Isla de Vieques, Puerto Rico
— 4 nights
3
Culebra, Puerto Rico
— 3 nights
4
San Juan, Puerto Rico
— 3 nights
5
Providenciales, Turks and Caicos
— 1 night

S M T W T F S
3
4
5
6
7
8
9
10
11
12
13
14
15
16

2
nights

Take a trip to Philipsburg, the capital of Sint Maarten, and enjoy dynamic nightlife and great shopping.
On the 3rd (Sun), make a trip to Frontstreet. Here are some ideas for day two: stop by Le Grande Marche, then stroll through Maho Beach, and then take a tour by water with Boat Tours & Water Sports.

To find ratings, maps, traveler tips, and other tourist information, read Philipsburg itinerary planner.

Toronto, Canada to Philipsburg is an approximately 7.5-hour flight. The time zone difference moving from Eastern Standard Time to Atlantic Standard Time is 1 hour. While traveling from Toronto, expect somewhat warmer days and warmer nights in Philipsburg, ranging from highs of 34°C to lows of 29°C. Finish your sightseeing early on the 5th (Tue) to allow enough time to travel to Isla de Vieques.

Things to do in Philipsburg

Outdoors · Parks · Beaches · Wildlife

Side Trips

Highlights from your plan
Speed Boats Tours
Maho Beach ©
Maho Beach
Dawn Beach ©
Dawn Beach

4
nights
Isla de Vieques, Puerto Rico

Isla de Vieques ©

Isla Nena

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, and wildlife. Your plan includes some of its best attractions: explore the activities along Sun Bay Beach, take a pleasant ride with a tour on horseback, enjoy the sand and surf at Media Luna Beach, and take in the waterfront at Mosquito Pier.

To find where to stay, reviews, more things to do, and tourist information, go to the Isla de Vieques day trip app.

You can fly from Philipsburg to Isla de Vieques in 5.5 hours. In May, daily temperatures in Isla de Vieques can reach 34°C, while at night they dip to 28°C. Wrap up your sightseeing on the 9th (Sat) early enough to travel to Culebra.

Things to do in Isla de Vieques

Outdoors · Parks · Beaches · Nature
Highlights from your plan
Sun Bay Beach ©
Sun Bay Beach
Vieques National Wildlife Refuge ©
Vieques National Wildlife Refuge
Media Luna Beach ©
Media Luna Beach

3
nights
Culebra, Puerto Rico

Culebra ©

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: tour the pleasant surroundings at Flamenco Beach, kick back and relax at Tamarindo Beach, head off the coast to Culebrita Island, and enjoy the sea views from Culebrita Lighthouse.

To see photos, maps, more things to do, and more tourist information, read our Culebra itinerary maker app.

You can do a combination of car and flight from Isla de Vieques to Culebra in 4 hours. Alternatively, you can ride a ferry. In May in Culebra, expect temperatures between 36°C during the day and 29°C at night. Finish your sightseeing early on the 12th (Tue) so you can travel to San Juan.

Things to do in Culebra

Outdoors · Parks · Beaches · Tours
Highlights from your plan
Culebrita Island ©
Culebrita Island
Flamenco Beach ©
Flamenco Beach
Zoni Beach ©
Zoni Beach

3
nights
San Juan, Puerto Rico

San Juan ©

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: Museo del Tabaco Caguas (in Caguas) and El Yunque Rain Forest (in El Yunque National Forest). And it doesn't end there: get to know the fascinating history of Old San Juan, skim along the rocks with a canyoning and rapelling tour, appreciate the history behind Holocaust Memorial Monument, and let your taste buds guide you at a local gastronomic tour.

To see traveler tips, reviews, ratings, and other tourist information, go to the San Juan itinerary maker website.

Traveling by flight from Culebra to San Juan takes 2 hours. Alternatively, you can do a combination of ferry and car; or do a combination of ferry and shuttle. May in San Juan sees daily highs of 36°C and lows of 28°C at night. Wrap up your sightseeing on the 15th (Fri) to allow time to travel to Providenciales.

Things to do in San Juan

Historic Sites · Tours · Parks · Wildlife

Side Trips

Highlights from your plan
Old San Juan ©
Old San Juan
El Yunque Rain Forest ©
El Yunque Rain Forest
Sitio Histórico de San Juan ©
Sitio Histórico de San Juan

1
night
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.
On the 16th (Sat), look for gifts at Atelys, then browse the exhibits of Orion Creations handmade in T.C.I located at Serene By Mel, then enjoy the sand and surf at Grace Bay Beach, and finally tee off at Provo Golf Club.

To see other places to visit, photos, reviews, and more tourist information, use the Providenciales route tool.

You can fly from San Juan to Providenciales in 7.5 hours. The time zone changes from Atlantic Standard Time to Eastern Standard Time, which is usually a -1 hour difference. In May, plan for daily highs up to 35°C, and evening lows to 29°C. Wrap up your sightseeing on the 16th (Sat) to allow time to travel back home.

Things to do in Providenciales

Outdoors · Parks · Beaches · Golf
Highlights from your plan
Grace Bay Beach ©
Grace Bay Beach
Provo Golf Club ©
Provo Golf Club
Atelys ©
Atelys

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