9 days in Caribbean Itinerary

9 days in Caribbean Itinerary

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Route & dates

9 days in Caribbean Itinerary

Start: Newark, United States
Fly + Drive:  8​h 30​min
1
Virgin Islands National Park, U.S. Virgin Islands
— 1 night
+2
ferry + foot + Fly:  3​h
2
Simpson Bay, St. Maarten-St. Martin
— 2 nights
Fly + shuttle:  3​h 45​min
3
Bayahibe, Dominican Republic
— 1 night
shuttle:  2​h 15​min
4
Punta Cana, Dominican Republic
— 1 night
Fly:  6​h 15​min
5
George Town, Cayman Islands
— 3 nights
Fly:  7​h 45​min
End: Newark, United States

1
night
Virgin Islands National Park, U.S. Virgin Islands

Virgin Islands National Park ©
The hills, valleys, and tropical rainforest of Virgin Islands National Park tell only half the story, with just as much (if not more) to be found under the sea.
On the 24th (Wed), enjoy the sand and surf at Salt Pond Bay, contemplate the long history of Annaberg Sugar Plantation, then enjoy the sand and surf at Cinnamon Bay Beach, and finally enjoy the sand and surf at Trunk Bay.

To see reviews, maps, ratings, and tourist information, read Virgin Islands National Park trip planner .

Newark, USA to Virgin Islands National Park is an approximately 8.5-hour combination of flight and car. Due to the time zone difference, you'll lose 1 hour traveling from Newark to Virgin Islands National Park. Plan for somewhat warmer nights when traveling from Newark in July since evenings lows in Virgin Islands National Park dip to 80°F. Cap off your sightseeing on the 24th (Wed) early enough to travel to Simpson Bay.

Things to do in Virgin Islands National Park

Outdoors Parks Beaches
Highlights from your plan
Cinnamon Bay Beach ©
Cinnamon Bay Beach
Salt Pond Bay ©
Salt Pond Bay
Annaberg Sugar Plantation ©
Annaberg Sugar Plantation

2
nights
Simpson Bay, St. Maarten-St. Martin

Simpson Bay ©
Simpson Bay offers luxury resort living and good access to the main areas of the island.
On the 25th (Thu), explore the activities along Mullet Bay Beach, discover the deep blue sea with a scuba or snorkeling tour, then step off the mainland to explore Pinel Island, and finally look for all kinds of wild species at The Butterfly Farm (La Ferme des Papillons). On the 26th (Fri), you'll have a packed day of sightseeing: explore and take pictures at Loterie Farm, make a trip to Boardwalk, then look for gifts at Joe's Jewelry, and finally stroll through Great Bay Beach.

For ratings, traveler tips, other places to visit, and more tourist information, read our Simpson Bay trip site .

Traveling by combination of ferry and flight from Virgin Islands National Park to Simpson Bay takes 3 hours. July in Simpson Bay sees daily highs of 87°F and lows of 79°F at night. Finish your sightseeing early on the 26th (Fri) so you can travel to Bayahibe.

Things to do in Simpson Bay

Parks Wildlife Outdoors

Side Trips

Philipsburg, Saint-Martin, Mullet Bay Beach
Highlights from your plan
Mullet Bay Beach ©
Mullet Bay Beach
Loterie Farm ©
Loterie Farm
Great Bay Beach ©
Great Bay Beach

1
night
Bayahibe, Dominican Republic

Located on the shore of the Caribbean Sea, the town of Bayahibe has grown from a fishing village into a bona fide tourist destination, with visitors mainly drawn to the many dive sites just off the coast.
On the 27th (Sat), trot along with a tour on horseback, race across the water with a speed boat tour, and then see some colorful creatures with a scuba or snorkeling tour.

To find traveler tips, more things to do, reviews, and other tourist information, you can read our Bayahibe trip builder website .

Do a combination of flight and shuttle from Simpson Bay to Bayahibe in 4 hours. In July, daily temperatures in Bayahibe can reach 91°F, while at night they dip to 75°F. Finish your sightseeing early on the 27th (Sat) so you can take a shuttle to Punta Cana.

Things to do in Bayahibe

Tours Outdoors Wildlife
Highlights from your plan
Scuba & Snorkeling
Speed Boats Tours

1
night
Punta Cana, Dominican Republic

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 28th (Sun), try to win big at Hard Rock Casino Punta Cana, trot along with a tour on horseback, and then contemplate the waterfront views at Hoyo Azul.

For other places to visit, maps, and other tourist information, use the Punta Cana holiday planner.

Traveling by shuttle from Bayahibe to Punta Cana takes 2.5 hours. July in Punta Cana sees daily highs of 88°F and lows of 77°F at night. Finish up your sightseeing early on the 28th (Sun) so you can travel to George Town.

Things to do in Punta Cana

Tours Outdoors Casinos
Highlights from your plan
Horseback Riding Tours
Hoyo Azul ©
Hoyo Azul

3
nights
George Town, Cayman Islands

George Town is a city situated on Grand Cayman island of the Cayman Islands. Eschew the tourist crowds and head to Kittiwake Shipwreck & Artificial Reef and Governors Beach. Step out of George Town with an excursion to Mission House in Bodden Town--about 36 minutes away. There's still lots to do: get some thrills out on the water with a waterskiing or jet-skiing adventure, see the vivid underwater world at Cemetery Beach and Reef, trot along with a tour on horseback, and enjoy the sand and surf at Smith Cove.

To find where to stay, traveler tips, more things to do, and more tourist information, use the George Town route planner.

Traveling by flight from Punta Cana to George Town takes 6.5 hours. Alternatively, you can do a combination of shuttle and flight. Due to the time zone difference, you'll gain 1 hour traveling from Punta Cana to George Town. In July, daytime highs in George Town are 90°F, while nighttime lows are 79°F. On the 31st (Wed), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in George Town

Outdoors Parks Wildlife

Side Trips

Grand Cayman, West Bay, Governors Beach, Mission House
Highlights from your plan
Scuba & Snorkeling
Kittiwake Shipwreck & Artificial Reef ©
Smith's Barcadere ©
Smith's Barcadere

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