5 days in Caribbean Itinerary

5 days in Caribbean Itinerary

Created using Inspirock Caribbean trip itinerary builder

Make it your trip
+2
Drive to Newark Liberty International Airport, Fly to Princess Juliana International Airport, Drive to Simpson Bay
1
Simpson Bay, St. Maarten-St. Martin
— 1 night
Fly
2
Virgin Gorda, British Virgin Islands
— 1 night
Ferry to Beef Island, Fly to Punta Cana
3
Punta Cana, Dominican Republic
— 2 nights
Fly to Newark Liberty International Airport, Drive to Newark

S M T W T F S
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Simpson Bay, St. Maarten-St. Martin

— 1 night
Simpson Bay offers luxury resort living and good access to the main areas of the island.
Start off your visit on the 5th (Tue): enjoy the sand and surf at Mullet Bay Beach, then enjoy the sand and surf at Maho Beach, and then get interesting insight from Tours.

For more things to do, photos, maps, and other tourist information, you can read our Simpson Bay attractions planning app.

Newark, USA to Simpson Bay is an approximately 8-hour combination of car and flight. Traveling from Newark to Simpson Bay, you'll lose 1 hour due to the time zone difference. In January, Simpson Bay is much warmer than Newark - with highs of 83°F and lows of 75°F. Finish your sightseeing early on the 5th (Tue) so you can travel to Virgin Gorda.

Things to do in Simpson Bay

Outdoors · Beaches · Parks · Tours

Side Trips

Virgin Gorda, British Virgin Islands

— 1 night
Thankfully lacking some of the commercialism of other islands nearby, Virgin Gorda offers a relaxing place to holiday, and maintains a feeling of intimacy despite its reputation as an exclusive destination.
Start off your visit on the 6th (Wed): tour the pleasant surroundings at The Baths, surround yourself with nature on a nature and wildlife tour, and then get outside with Fusion BVI.

For ratings, reviews, traveler tips, and tourist information, go to the Virgin Gorda itinerary planning app.

Getting from Simpson Bay to Virgin Gorda by flight takes about 3.5 hours. Expect a daytime high around 84°F in January, and nighttime lows around 75°F. Wrap up your sightseeing on the 6th (Wed) early enough to travel to Punta Cana.

Things to do in Virgin Gorda

Outdoors · Tours · Wildlife · Beaches

Punta Cana, Dominican Republic

— 2 nights
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 7th (Thu), kick your exploration up a notch at some of the top local zipline courses and adventure parks and then make a trip to Jesus Maestro Parish. Get ready for a full day of sightseeing on the 8th (Fri): fly like a bird with a parasailing or paragliding tour and then stroll through Bavaro Beach.

To see photos, other places to visit, more things to do, and tourist information, read Punta Cana visit website.

You can do a combination of ferry and flight from Virgin Gorda to Punta Cana in 5.5 hours. In January, plan for daily highs up to 83°F, and evening lows to 71°F. Finish your sightseeing early on the 8th (Fri) so you can travel back home.

Things to do in Punta Cana

Outdoors · Tours · Adventure · Beaches