22 days in Caribbean Itinerary

22 days in Caribbean Itinerary

Created using Inspirock Caribbean tour planner

Make it your trip
Fly
1
Culebra, Puerto Rico
— 2 nights
Ferry
2
Cruz Bay, U.S. Virgin Islands
— 3 nights
Ferry to Red Hook, St Thomas, Fly to Virgin Gorda
3
Virgin Gorda, British Virgin Islands
— 1 night
Fly to St Maarten, Ferry to Anguilla
4
Shoal Bay Village, Anguilla
— 2 nights
Ferry to Sint Maarten, Fly to Barbados
5
Bridgetown, Barbados
— 2 nights
Fly
6
Palm - Eagle Beach, Aruba
— 3 nights
Fly
7
Providenciales, Turks and Caicos
— 4 nights
Fly
8
Seven Mile Beach, Cayman Islands
— 2 nights
Fly

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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.
Start off your visit on the 10th (Mon): kick back and relax at Playa Punta Soldado Beach and then kick back and relax at Flamenco Beach. Get ready for a full day of sightseeing on the next day: enjoy the sea views from Culebrita Lighthouse, then head off the coast to Culebrita Island, and then enjoy the sand and surf at Zoni Beach.

For maps, other places to visit, where to stay, and tourist information, go to the Culebra tour itinerary planner.

Manila, Philippines to Culebra is an approximately 29-hour flight. Traveling from Manila to Culebra, you'll gain 12 hours due to the time zone difference. Expect slightly colder weather when traveling from Manila in May: highs in Culebra hover around 36°C, while lows dip to 29°C. Finish your sightseeing early on the 11th (Tue) to allow enough time to ride a ferry to Cruz Bay.

Things to do in Culebra

Parks · Beaches · Outdoors · Nature
Find places to stay May 9 — 11:

Cruz Bay, U.S. Virgin Islands

— 3 nights

Love City

The gateway to the island of Saint John, Cruz Bay represents the island's largest town, port, and commercial center.
Family-friendly places like Magens Bay and Caneel Bay Beach will thrill your kids. You'll find plenty of places to visit near Cruz Bay: St. Thomas Diving Club (in Bolongo Bay) and Smith Bay (Coral World Ocean Park & Coki Point Beach). There's much more to do: tour the pleasant surroundings at Trunk Bay Beach, make a trip to Bajo El Sol Gallery, Art Bar & Rum Room, enjoy the sand and surf at Hawksnest Beach, and steep yourself in history at Annaberg Sugar Plantation.

To see other places to visit, more things to do, ratings, and other tourist information, use the Cruz Bay attractions planner.

Traveling by ferry from Culebra to Cruz Bay takes 2.5 hours. In May, plan for daily highs up to 36°C, and evening lows to 29°C. Wrap up your sightseeing on the 14th (Fri) to allow time to travel to Virgin Gorda.

Things to do in Cruz Bay

Outdoors · Parks · Beaches · Wildlife

Side Trips

Find places to stay May 11 — 14:

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.
Kick off your visit on the 15th (Sat): surround yourself with nature on a nature and wildlife tour, tour the pleasant surroundings at The Baths, and then tour the pleasant surroundings at Spring Bay.

To see traveler tips, reviews, maps, and tourist information, read Virgin Gorda road trip website.

Do a combination of ferry and flight from Cruz Bay to Virgin Gorda in 2 hours. Alternatively, you can ride a ferry. In May, plan for daily highs up to 35°C, and evening lows to 30°C. Wrap up your sightseeing on the 15th (Sat) early enough to travel to Shoal Bay Village.

Things to do in Virgin Gorda

Outdoors · Beaches · Parks · Wildlife
Find places to stay May 14 — 15:

Shoal Bay Village, Anguilla

— 2 nights
Kick off your visit on the 16th (Sun): enjoy the sand and surf at Rendezvous Bay Beach, then contemplate the waterfront views at Maundays Bay, and then stroll through Meads Bay. Get ready for a full day of sightseeing on the 17th (Mon): kick back and relax at Shoal Bay.

To find traveler tips, maps, and more tourist information, you can read our Shoal Bay Village route site.

Do a combination of flight and ferry from Virgin Gorda to Shoal Bay Village in 3.5 hours. Alternatively, you can fly. In May, daily temperatures in Shoal Bay Village can reach 35°C, while at night they dip to 28°C. On the 17th (Mon), wrap the sightseeing up by early afternoon so you can travel to Bridgetown.

Things to do in Shoal Bay Village

Parks · Beaches · Outdoors · Nature

Side Trips

Find places to stay May 15 — 17:

Bridgetown, Barbados

— 2 nights
Bridgetown is the capital and largest city of Barbados. Start off your visit on the 18th (Tue): examine the collection at Sunbury Plantation House, enjoy the sand and surf at Bottom Bay, then steep yourself in history at Andromeda Botanic Gardens, then admire the natural beauty at Hunte's Gardens, and finally explore the fascinating underground world of Harrison's Cave.. Get ready for a full day of sightseeing on the 19th (Wed): admire the natural beauty at Welchman Hall Gully and then take a memorable tour with Tours.

Plan my trip to Bridgetown with suggested itineraries provided by Inspirock.

Getting from Shoal Bay Village to Bridgetown by combination of ferry and flight takes about 8.5 hours. Other options: fly. May in Bridgetown sees daily highs of 35°C and lows of 29°C at night. On the 19th (Wed), wrap the sightseeing up by early afternoon so you can travel to Palm - Eagle Beach.

Things to do in Bridgetown

Parks · Outdoors · Tours · Beaches

Side Trips

Find places to stay May 17 — 19:

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.
On the 20th (Thu), explore and take pictures at Aruba Ostrich Farm and then tour the pleasant surroundings at Eagle Beach. Keep things going the next day: enjoy the sea views from California Lighthouse and then tour the pleasant surroundings at Palm Beach.

To find traveler tips, other places to visit, more things to do, and more tourist information, read our Palm - Eagle Beach trip itinerary maker app.

Traveling by flight from Bridgetown to Palm - Eagle Beach takes 9.5 hours. In May, plan for daily highs up to 38°C, and evening lows to 31°C. Wrap up your sightseeing by early afternoon on the 22nd (Sat) to allow enough time to travel to Providenciales.

Things to do in Palm - Eagle Beach

Parks · Beaches · Outdoors · Wildlife

Side Trips

Find places to stay May 19 — 22:

Providenciales, Turks and Caicos

— 4 nights
The most commercialized part of the Turks and Caicos, Providenciales remains the islands' tourism heaven, boasting many resorts, hotel chains, and condominiums.
Bring the kids along to Grace Bay Beach and Smith's Reef. There's lots more to do: enjoy the sand and surf at Taylor Bay Beach, trot along with a tour on horseback, explore the gorgeous colors at Coral Gardens Reef, and step off the mainland to explore Little Water Cay.

To find other places to visit, where to stay, and other tourist information, refer to the Providenciales day trip website.

You can fly from Palm - Eagle Beach to Providenciales in 10 hours. The time zone changes from Atlantic Standard Time to Eastern Standard Time, which is usually a -1 hour difference. In May, daytime highs in Providenciales are 35°C, while nighttime lows are 29°C. Finish up your sightseeing early on the 26th (Wed) so you can travel to Seven Mile Beach.

Things to do in Providenciales

Parks · Outdoors · Beaches · Wildlife

Side Trip

Find places to stay May 22 — 26:

Seven Mile Beach, Cayman Islands

— 2 nights
Seven Mile Beach is a long crescent of coral-sand beach on the western end of Grand Cayman island. Start off your visit on the 27th (Thu): take an in-depth tour of Cayman Islands National Museum, tour the pleasant surroundings at Stingray City Grand Cayman, and then kick back and relax at Seven Mile Beach. Get ready for a full day of sightseeing on the 28th (Fri): get interesting insight from Tours, stroll through Cayman Turtle Centre: Island Wildlife Encounter, and then explore the striking landscape at Hell Gift Store.

To find traveler tips, reviews, other places to visit, and more tourist information, read Seven Mile Beach tour itinerary planner.

Traveling by flight from Providenciales to Seven Mile Beach takes 9 hours. May in Seven Mile Beach sees daily highs of 36°C and lows of 29°C at night. Wrap up your sightseeing on the 28th (Fri) early enough to travel back home.

Things to do in Seven Mile Beach

Parks · Wildlife · Outdoors · Theme Parks

Side Trips

Find places to stay May 26 — 28: