7 days in Caribbean Itinerary

7 days in Caribbean Itinerary

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Route & dates

7 days in Caribbean Itinerary

Start: Newark, United States
Fly:  7​h 30​min
1
Punta Cana, Dominican Republic
— 1 night
Fly:  3​h 45​min
2
Culebra, Puerto Rico
— 1 night
Fly:  30​min
3
San Juan, Puerto Rico
— 1 night
Fly:  2​h 30​min
4
Road Town, British Virgin Islands
— 1 night
Fly:  1​h 15​min
5
Philipsburg, St. Maarten-St. Martin
— 1 night
+2
Fly + foot + bus:  3​h 30​min
6
English Harbour, Antigua and Barbuda
— 1 night
Drive + Fly:  8​h 30​min
End: Newark, United States

1
night
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.
Kick off your visit on the 3rd (Tue): enjoy the sand and surf at Bavaro Beach, kick back and relax at Macao Beach, and then look for gifts at Manuel cigarros.

To see ratings, photos, traveler tips, and tourist information, refer to the Punta Cana trip itinerary site .

Newark, USA to Punta Cana is an approximately 7.5-hour flight. You'll lose 1 hour traveling from Newark to Punta Cana due to the time zone difference. In December, Punta Cana is warmer than Newark - with highs of 85°F and lows of 73°F. Wrap up your sightseeing on the 3rd (Tue) early enough to travel to Culebra.

Things to do in Punta Cana

Parks Outdoors Beaches
Find places to stay Dec 2 — 3:
Highlights from your plan
Bavaro Beach ©
Bavaro Beach
Macao Beach ©
Macao Beach

1
night
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 4th (Wed), enjoy the sand and surf at Flamenco Beach.

For more things to do, reviews, and other tourist information, read Culebra trip planning site .

Fly from Punta Cana to Culebra in 4 hours. Alternatively, you can do a combination of shuttle and flight; or do a combination of flight, shuttle, and ferry. December in Culebra sees daily highs of 85°F and lows of 75°F at night. Wrap up your sightseeing on the 4th (Wed) to allow time to fly to San Juan.

Things to do in Culebra

Parks Outdoors Beaches
Find places to stay Dec 3 — 4:
Highlights from your plan
Flamenco Beach ©
Flamenco Beach

1
night
San Juan, Puerto Rico

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
On the 5th (Thu), brush up on your knowledge of spirits at Casa Bacardi, then appreciate the extensive heritage of Old San Juan, and then steep yourself in history at Sitio Histórico de San Juan.

For traveler tips, ratings, where to stay, and tourist information, you can read our San Juan trip planner .

San Juan is just a short distance from Culebra. In December, daytime highs in San Juan are 85°F, while nighttime lows are 75°F. Cap off your sightseeing on the 5th (Thu) early enough to travel to Road Town.

Things to do in San Juan

Historic Sites Neighborhoods Breweries & Distilleries

Side Trip

Casa Bacardi
Find places to stay Dec 4 — 5:
Highlights from your plan
Old San Juan ©
Old San Juan
Sitio Histórico de San Juan ©
Sitio Histórico de San Juan
Casa Bacardi ©
Casa Bacardi

1
night
Road Town, British Virgin Islands

Road Town ©
Road Town, located on Tortola, is the capital of the British Virgin Islands. Kick off your visit on the 6th (Fri): explore the wealth of natural beauty at Sage Mountain National Park and then contemplate the waterfront views at Cane Garden Bay.

To find more things to do, other places to visit, and other tourist information, use the Road Town holiday planner.

Fly from San Juan to Road Town in 2.5 hours. Alternatively, you can do a combination of flight and ferry. December in Road Town sees daily highs of 85°F and lows of 76°F at night. Finish your sightseeing early on the 6th (Fri) so you can travel to Philipsburg.

Things to do in Road Town

Parks Nature Outdoors

Side Trip

Tortola
Find places to stay Dec 5 — 6:
Highlights from your plan
Cane Garden Bay ©
Cane Garden Bay
Sage Mountain National Park ©
Sage Mountain National Park

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.
Kick off your visit on the 7th (Sat): enjoy the sand and surf at Orient Bay Beach, steep yourself in history at Fort Amsterdam, then stroll through Maho Beach, and finally explore the activities along Mullet Bay Beach.

To find ratings and tourist information, go to the Philipsburg trip website .

Fly from Road Town to Philipsburg in 1.5 hours. In December, daytime highs in Philipsburg are 84°F, while nighttime lows are 76°F. Finish your sightseeing early on the 7th (Sat) to allow enough time to travel to English Harbour.

Things to do in Philipsburg

Parks Outdoors Beaches

Side Trips

Maho Beach, Mullet Bay Beach, Orient Bay Beach
Find places to stay Dec 6 — 7:
Highlights from your plan
Maho Beach ©
Maho Beach
Orient Bay Beach ©
Orient Bay Beach
Mullet Bay Beach ©
Mullet Bay Beach

1
night
English Harbour, Antigua and Barbuda

English Harbour ©
On the 8th (Sun), explore the wealth of natural beauty at Nelson's Dockyard.

To find ratings, traveler tips, maps, and more tourist information, use the English Harbour online travel route planner .

Traveling by combination of flight and bus from Philipsburg to English Harbour takes 3.5 hours. Alternatively, you can do a combination of ferry, flight, and bus. In December, plan for daily highs up to 83°F, and evening lows to 74°F. Finish your sightseeing early on the 8th (Sun) so you can travel back home.

Things to do in English Harbour

Parks Nature
Find places to stay Dec 7 — 8:
Highlights from your plan
Nelson's Dockyard ©
Nelson's Dockyard

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