22 days in Caribbean Itinerary

22 days in Caribbean Itinerary

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Route & dates

22 days in Caribbean Itinerary

Start: London, United Kingdom
Fly:  12​h 15​min
1
Bridgetown, Barbados
— 4 nights
Fly:  4​h 30​min
2
Simpson Bay, St. Maarten-St. Martin
— 5 nights
Fly:  1​h 30​min
3
East End, U.S. Virgin Islands
— 4 nights
Drive:  1​h
4
Virgin Islands National Park, U.S. Virgin Islands
— 4 nights
+2
ferry + Drive + Fly:  6​h 30​min
5
George Town, Cayman Islands
— 3 nights
Fly:  14​h 15​min
End: London, United Kingdom

4
nights
Bridgetown, Barbados

Bridgetown ©
Bridgetown is the capital and largest city of Barbados. Visiting Bottom Bay and Carlisle Bay will get you outdoors. You'll explore the less-touristy side of things at Rockley Beach and The Boatyard. Change things up with these side-trips from Bridgetown: Sunbury Plantation House (in Saint Philip Parish) and Bathsheba Beach (in Bathsheba). And it doesn't end there: see some colorful creatures with a scuba or snorkeling tour, take a leisurely stroll along South Coast Boardwalk, take in panoramic vistas at Gun Hill Signal Station, and see the interesting displays at Barbados Concorde Experience.

To see other places to visit, photos, where to stay, and more tourist information, go to the Bridgetown trip itinerary builder .

London, UK to Bridgetown is an approximately 12.5-hour flight. You can also do a combination of train and flight. The time zone changes from Greenwich Mean Time to Atlantic Standard Time, which is usually a -4 hour difference. Traveling from London in July, expect nights in Bridgetown to be much hotter, around 30°C, while days are a bit warmer, around 35°C. Cap off your sightseeing on the 8th (Mon) early enough to travel to Simpson Bay.

Things to do in Bridgetown

Outdoors Parks Beaches

Side Trips

Saint Philip Parish, Saint Joseph Parish, Hastings, Gun Hill Signal Station, Dover Beach
Highlights from your plan
Bottom Bay ©
Bottom Bay
Rockley Beach ©
Rockley Beach
Carlisle Bay ©
Carlisle Bay

5
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.
Step out of the city life by going to Scuba & Snorkeling and Dawn Beach. Visit Orient Bay Beach and Maho Beach for some beach relaxation. The adventure continues: kick back and relax at Cupecoy Bay Beach, head off the coast to Pinel Island, don't miss a visit to Boardwalk, and see the interesting displays at Yoda Guy Movie Exhibit.

To find traveler tips, more things to do, maps, and more tourist information, use the Simpson Bay trip planning website .

You can fly from Bridgetown to Simpson Bay in 4.5 hours. Alternatively, you can do a combination of flight and ferry. In July, plan for daily highs up to 36°C, and evening lows to 30°C. Wrap up your sightseeing on the 13th (Sat) early enough to travel to East End.

Things to do in Simpson Bay

Parks Outdoors Beaches

Side Trips

Philipsburg, Saint-Martin, Sint Maarten, Orient Bay Beach, Maho Beach
Highlights from your plan
Maho Beach ©
Maho Beach
Orient Bay Beach ©
Orient Bay Beach
Dawn Beach ©
Dawn Beach

4
nights
East End, U.S. Virgin Islands

East End ©
St.
Escape the urban bustle at Bluebeard's Beach and Honeymoon Beach. You'll get in some beach time at Morningstar Beach and Lindqvist Beach. Go for a jaunt from East End to Cruz Bay to see Maho Beach about 48 minutes away. There's much more to do: kick back and relax at Magens Bay, look for gifts at Bamboo Studio, identify plant and animal life at Wildlife Areas, and stroll through Coki Point Beach.

To see maps, reviews, traveler tips, and other tourist information, read our East End tour app .

Traveling by flight from Simpson Bay to East End takes 1.5 hours. Alternatively, you can do a combination of ferry and flight; or do a combination of flight and ferry. In July, daytime highs in East End are 38°C, while nighttime lows are 31°C. Finish up your sightseeing early on the 17th (Wed) so you can go by car to Virgin Islands National Park.

Things to do in East End

Outdoors Parks Beaches

Side Trips

Honeymoon Beach, Bamboo Studio, Morningstar Beach, Magens Bay, Maho Beach
Highlights from your plan
Morningstar Beach ©
Morningstar Beach
Magens Bay ©
Magens Bay
Honeymoon Beach ©
Honeymoon Beach

4
nights
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.
You'll explore the less-touristy side of things at Scuba & Snorkeling and Salt Pond Bay. Escape the urban bustle at Maho Bay and Cinnamon Bay Beach. There's still lots to do: contemplate the waterfront views at Hawksnest Beach, see the interesting displays at Cinnamon Bay Archeology Museum & Lab, tour the pleasant surroundings at Trunk Bay, and stop by St. John Spice.

Plan trip to Virgin Islands National Park with our itinerary maker to find out where to go and what to do.

You can drive from East End to Virgin Islands National Park in an hour. In July in Virgin Islands National Park, expect temperatures between 38°C during the day and 31°C at night. Finish your sightseeing early on the 21st (Sun) to allow enough time to travel to George Town.

Things to do in Virgin Islands National Park

Parks Beaches Outdoors

Side Trip

St. John Spice
Highlights from your plan
Salt Pond Bay ©
Salt Pond Bay
Trunk Bay ©
Trunk Bay
Hawksnest Beach ©
Hawksnest Beach

3
nights
George Town, Cayman Islands

George Town ©
George Town is a city situated on Grand Cayman island of the Cayman Islands. You'll enjoy a bit of beach vacationing at Governors Beach and Seven Mile Beach. Step off the beaten path and head to Kittiwake Shipwreck & Artificial Reef and Submarine Tours. There's still lots to do: look for all kinds of wild species at Stingray City Grand Cayman, trek along Queen Elizabeth II Botanic Park, sample the fine beverages at Cayman Spirits Co. Distillery, and discover the deep blue sea with a scuba or snorkeling tour.

To see maps, photos, where to stay, and more tourist information, read our George Town trip itinerary builder website .

Traveling by combination of ferry and flight from Virgin Islands National Park to George Town takes 6.5 hours. Traveling from Virgin Islands National Park to George Town, you'll gain 1 hour due to the time zone difference. In July, daytime highs in George Town are 38°C, while nighttime lows are 30°C. Finish your sightseeing early on the 24th (Wed) so you can travel back home.

Things to do in George Town

Parks Outdoors Wildlife

Side Trips

Grand Cayman, Seven Mile Beach, Kittiwake Shipwreck & Artificial Reef
Highlights from your plan
Stingray City Grand Cayman ©
Stingray City Grand Cayman
Kittiwake Shipwreck & Artificial Reef ©
Seven Mile Beach ©
Seven Mile Beach

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