16 days in Caribbean Itinerary

16 days in Caribbean Itinerary

Created using Inspirock Caribbean trip planner

Make it your trip
Fly
1
Punta Cana, Dominican Republic
— 3 nights
Fly
2
Culebra, Puerto Rico
— 2 nights
Ferry
3
Cruz Bay, U.S. Virgin Islands
— 2 nights
Ferry to Red Hook, St Thomas, Fly to Anguilla
4
Shoal Bay Village, Anguilla
— 1 night
Ferry to Sint Maarten, Fly to Barbados
5
Bridgetown, Barbados
— 2 nights
Fly
6
Palm - Eagle Beach, Aruba
— 3 nights
Fly
7
George Town, Cayman Islands
— 2 nights
Fly

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Punta Cana, Dominican Republic

— 3 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.
Bring the kids along to Swim with Dolphins and Bavaro Beach. Spend a day of island exploring on the 1st (Thu) at Saona Island. There's lots more to do: indulge in some personalized pampering at Flavio Acuna Spa Natural Center, stop by Dominicana Rai, and soar above the sights with Canalloon.

To find other places to visit, where to stay, maps, and other tourist information, read our Punta Cana trip itinerary website.

Las Vegas, USA to Punta Cana is an approximately 12-hour flight. The time zone changes from Pacific Standard Time to Atlantic Standard Time, which is usually a 4 hour difference. Traveling from Las Vegas in September, you will find days in Punta Cana are slightly colder (88°F), and nights are about the same (75°F). Wrap up your sightseeing on the 3rd (Sat) to allow time to travel to Culebra.

Things to do in Punta Cana

Parks · Outdoors · Nature · Tours

Side Trip

Culebra, Puerto Rico

— 2 nights

Little Island

With much of Culebra a nature refuge, the tropical island has been protected from overdevelopment, chain hotels, and the cruise set.
On the 4th (Sun), stroll through Playa Punta Soldado Beach and then tour the pleasant surroundings at Flamenco Beach. Get ready for a full day of sightseeing on the next day: tour the pleasant surroundings at Culebra National Wildlife Refuge, head off the coast to Culebrita Island, and then visit a coastal fixture at Culebrita Lighthouse.

To see traveler tips, photos, more things to do, and more tourist information, read our Culebra attractions planner.

Getting from Punta Cana to Culebra by flight takes about 6.5 hours. Other options: do a combination of bus, ferry, and taxi; or do a combination of bus, ferry, shuttle, and taxi. Expect a daytime high around 88°F in October, and nighttime lows around 78°F. Wrap up your sightseeing on the 5th (Mon) early enough to ride a ferry to Cruz Bay.

Things to do in Culebra

Parks · Outdoors · Beaches · Historic Sites

Cruz Bay, U.S. Virgin Islands

— 2 nights

Love City

The gateway to the island of Saint John, Cruz Bay represents the island's largest town, port, and commercial center.
Start off your visit on the 6th (Tue): contemplate the waterfront views at Leinster Bay, then enjoy the sand and surf at Trunk Bay Beach, and then soothe aching muscles at Coastal Retreat Studios & Wellness. Keep things going the next day: don't miss a visit to Bajo El Sol Gallery, Art Bar & Rum Room, see some colorful creatures with a scuba or snorkeling tour, and then kick back and relax at Magens Bay.

To find where to stay, reviews, traveler tips, and more tourist information, use the Cruz Bay day trip planner.

You can ride a ferry from Culebra to Cruz Bay in 2.5 hours. October in Cruz Bay sees daily highs of 88°F and lows of 78°F at night. Finish your sightseeing early on the 7th (Wed) so you can travel to Shoal Bay Village.

Things to do in Cruz Bay

Parks · Outdoors · Beaches · Wildlife

Side Trips

Shoal Bay Village, Anguilla

— 1 night
On the 8th (Thu), kick back and relax at Shoal Bay.

To see traveler tips, ratings, maps, and tourist information, use the Shoal Bay Village online travel planner.

Traveling by combination of ferry and flight from Cruz Bay to Shoal Bay Village takes 3.5 hours. October in Shoal Bay Village sees daily highs of 88°F and lows of 76°F at night. On the 8th (Thu), wrap the sightseeing up by early afternoon so you can travel to Bridgetown.

Things to do in Shoal Bay Village

Parks · Outdoors · Beaches
Highlights from your trip

Bridgetown, Barbados

— 2 nights
Bridgetown is the capital and largest city of Barbados. Start off your visit on the 9th (Fri): admire the natural beauty at Welchman Hall Gully, Head underground at Harrison's Cave., admire the natural beauty at Hunte's Gardens, then admire the natural beauty at Andromeda Botanic Gardens, and finally kick back and relax at Soup Bowl. Here are some ideas for day two: get a new perspective on things with Boat Tours & Water Sports.

For maps, more things to do, other places to visit, and tourist information, use the Bridgetown online trip itinerary planner.

You can do a combination of ferry and flight from Shoal Bay Village to Bridgetown in 8.5 hours. Another option is to fly. In October, daily temperatures in Bridgetown can reach 87°F, while at night they dip to 77°F. Wrap up your sightseeing by early afternoon on the 10th (Sat) to allow enough time to travel to Palm - Eagle Beach.

Things to do in Bridgetown

Parks · Outdoors · Tours · Historic Sites

Side Trips

Palm - Eagle Beach, Aruba

— 3 nights
A long stretch of powdery white sand and aquamarine waters, Palm - Eagle Beach remains one of Aruba's most visited vacation spots.
Kids will appreciate attractions like Eagle Beach and Palm Beach. Step out of Palm - Eagle Beach to go to San Nicolas and see Baby Beach, which is approximately 48 minutes away. There's lots more to do: enjoy the sea views from California Lighthouse, stroll through Donkey Sanctuary Aruba, kick back and relax at Hadicurari Beach, and discover the deep blue sea with Aruba Bob Snorkeling.

Plan a trip to Palm - Eagle Beach easily and quickly by telling Inspirock to suggest an itinerary.

Traveling by flight from Bridgetown to Palm - Eagle Beach takes 9.5 hours. In October, daily temperatures in Palm - Eagle Beach can reach 91°F, while at night they dip to 81°F. Finish up your sightseeing early on the 13th (Tue) so you can travel to George Town.

Things to do in Palm - Eagle Beach

Outdoors · Parks · Beaches · Wildlife

Side Trips

George Town, Cayman Islands

— 2 nights
George Town is a city situated on Grand Cayman island of the Cayman Islands. Kick off your visit on the 14th (Wed): zoom along the surf with Fat Fish Adventures, tour the pleasant surroundings at Stingray City Grand Cayman, and then explore the fascinating underground world of Cayman Crystal Caves.

For photos, where to stay, more things to do, and more tourist information, go to the George Town trip itinerary website.

Traveling by flight from Palm - Eagle Beach to George Town takes 8.5 hours. Traveling from Palm - Eagle Beach to George Town, you'll gain 1 hour due to the time zone difference. October in George Town sees daily highs of 88°F and lows of 78°F at night. On the 15th (Thu), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in George Town

Wildlife · Parks · Outdoors · Adventure

Side Trip