7 days in Caribbean Itinerary

7 days in Caribbean Itinerary

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Route & dates

7 days in Caribbean Itinerary

Start: Tampa, United States
Fly:  8​h 15​min
1
Philipsburg, St. Maarten-St. Martin
— 1 night
Fly:  1​h 30​min
2
Charlotte Amalie, U.S. Virgin Islands
— 2 nights
Fly:  2​h 15​min
3
Isla de Vieques, Puerto Rico
— 2 nights
Fly:  2​h
4
San Juan, Puerto Rico
— 1 night
Fly + Drive:  5​h 30​min
End: Tampa, United States

1
night
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 28th (Sat): enjoy the sand and surf at Orient Bay Beach, stop by House of Jewels, then stroll through Maho Beach, and finally contemplate the waterfront views at Mullet Bay Beach.

To see ratings, maps, photos, and tourist information, use the Philipsburg online route planner .

Tampa, USA to Philipsburg is an approximately 8.5-hour flight. You can also do a combination of train and flight. Traveling from Tampa to Philipsburg, you'll lose 1 hour due to the time zone difference. Traveling from Tampa in December, things will get a bit warmer in Philipsburg: highs are around 84°F and lows about 76°F. Finish up your sightseeing early on the 28th (Sat) so you can travel to Charlotte Amalie.

Things to do in Philipsburg

Outdoors Beaches Parks

Side Trips

Maho Beach, Mullet Bay Beach, Orient Bay Beach
Find places to stay Dec 27 — 28:
Highlights from your plan
Maho Beach ©
Maho Beach
Orient Bay Beach ©
Orient Bay Beach
Mullet Bay Beach ©
Mullet Bay Beach

2
nights
Charlotte Amalie, U.S. Virgin Islands

Charlotte Amalie ©
One of the most visited cruise ship destinations in the Caribbean, the town of Charlotte Amalie is known around the world for its duty-free jewelry, perfume, and liquor shops.
Start off your visit on the 29th (Sun): stroll through Trunk Bay and then tour the pleasant surroundings at Coki Point Beach. Keep things going the next day: enjoy the sand and surf at Magens Bay and then stop by Diamonds International.

To find photos, more things to do, where to stay, and more tourist information, read our Charlotte Amalie trip planner .

You can fly from Philipsburg to Charlotte Amalie in 1.5 hours. Another option is to do a combination of ferry and flight. In December, plan for daily highs up to 85°F, and evening lows to 75°F. Wrap up your sightseeing on the 30th (Mon) early enough to travel to Isla de Vieques.

Things to do in Charlotte Amalie

Outdoors Beaches Parks

Side Trips

Trunk Bay, Magens Bay, Coki Point Beach
Find places to stay Dec 28 — 30:
Highlights from your plan
Trunk Bay ©
Trunk Bay
Magens Bay ©
Magens Bay
Coki Point Beach ©
Coki Point Beach

2
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.
On the 31st (Tue), explore the activities along Sun Bay Beach. Get ready for a full day of sightseeing on the 1st (Wed): look for gifts at Isla Vida, view the masterpieces at Siddhia Hutchinson Fine Art Gallery, and then view the masterpieces at Serenity Point Yoga & Visionary Arts Space.

To find where to stay, reviews, traveler tips, and tourist information, refer to the Isla de Vieques day trip tool .

You can fly from Charlotte Amalie to Isla de Vieques in 2.5 hours. In December, daily temperatures in Isla de Vieques can reach 84°F, while at night they dip to 75°F. Wrap up your sightseeing on the 1st (Wed) to allow time to travel to San Juan.

Things to do in Isla de Vieques

Outdoors Nature Beaches
Find places to stay Dec 30 — Jan 1:
Highlights from your plan
Sun Bay Beach ©
Sun Bay Beach

1
night
San Juan, Puerto Rico

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Kick off your visit on the 2nd (Thu): take a stroll through Old San Juan, look for gifts at The Butterfly People, and then admire the masterpieces at Walter Otero Contemporary Art.

For more things to do, reviews, maps, and tourist information, refer to the San Juan online vacation maker .

Traveling by flight from Isla de Vieques to San Juan takes 2 hours. Alternatively, you can do a combination of ferry and car; or do a combination of ferry and shuttle. January in San Juan sees daily highs of 84°F and lows of 73°F at night. Wrap up your sightseeing on the 2nd (Thu) early enough to travel back home.

Things to do in San Juan

Historic Sites Neighborhoods Shopping
Find places to stay Jan 1 — 2:
Highlights from your plan
Old San Juan ©
Old San Juan
Walter Otero Contemporary Art ©
Walter Otero Contemporary Art
The Butterfly People ©
The Butterfly People

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