22 days in Caribbean Itinerary

22 days in Caribbean Itinerary

Created using Inspirock Caribbean trip builder

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Route & dates

22 days in Caribbean Itinerary

Start: London, United Kingdom
Fly:  12​h 15​min
1
Bridgetown, Barbados
— 5 nights
Fly:  5​h
2
Deshaies, Guadeloupe
— 3 nights
Fly:  3​h
3
Philipsburg, St. Maarten-St. Martin
— 6 nights
Fly:  4​h
4
Oranjestad, Aruba
— 3 nights
Fly:  6​h
5
Seven Mile Beach, Cayman Islands
— 3 nights
Fly:  14​h
End: London, United Kingdom

5
nights
Bridgetown, Barbados

Bridgetown ©
Bridgetown is the capital and largest city of Barbados. Your itinerary includes some good beach time at Bathsheba Beach and Enterprise (Miami) Beach. Eschew the tourist crowds and head to The Boatyard and Rockley Beach. Change things up with these side-trips from Bridgetown: Saint Philip Parish (Sunbury Plantation House & Bottom Bay). Next up on the itinerary: kick back and relax at Accra Beach, admire the natural beauty at Hunte's Gardens, examine the collection at Barbados Concorde Experience, and stroll through Carlisle Bay.

For photos, reviews, more things to do, and more tourist information, read Bridgetown online travel planner .

London, UK to Bridgetown is an approximately 12.5-hour flight. You can also do a combination of train and flight. The time zone difference moving from Greenwich Mean Time (GMT) to Atlantic Standard Time (AST) is minus 4 hours. Expect much hotter temperatures when traveling from London in December; daily highs in Bridgetown reach 34°C and lows reach 28°C. Finish your sightseeing early on the 6th (Fri) to allow enough time to travel to Deshaies.

Things to do in Bridgetown

Outdoors Parks Beaches

Side Trips

Saint Joseph Parish, Christ Church Parish, Saint Philip Parish, Enterprise (Miami) Beach, Dover Beach
Highlights from your plan
Soup Bowl ©
Soup Bowl
Fishing Charters & Tours
Rockley Beach ©
Rockley Beach

3
nights
Deshaies, Guadeloupe

Deshaies ©
The sleepy town of Deshaies walks the line between tradition and development, possessing an international feel while also sticking true to its island roots.
Relax by the water at St. Anne Beach and Plage de Grande Anse. Eschew the tourist crowds and head to Plage de Bois Jolan and Scuba & Snorkeling. Change things up with a short trip to Anse du Souffleur in Port-Louis (about 1h 20 min away). There's still lots to do: tour the pleasant surroundings at Plage de la Perle and admire the natural beauty at Jardin Botanique de Deshaies.

To find where to stay, other places to visit, traveler tips, and tourist information, read Deshaies trip planner.

You can fly from Bridgetown to Deshaies in 5 hours. Expect a daytime high around 34°C in December, and nighttime lows around 26°C. Finish up your sightseeing early on the 9th (Mon) so you can travel to Philipsburg.

Things to do in Deshaies

Outdoors Parks Beaches

Side Trips

Sainte-Anne, Plage de la Perle, Scuba & Snorkeling, Anse du Souffleur
Highlights from your plan
Anse du Souffleur ©
Anse du Souffleur
Scuba & Snorkeling
Plage de Grande Anse ©
Plage de Grande Anse

6
nights
Philipsburg, St. Maarten-St. Martin

Philipsburg ©
Take a trip to Philipsburg, the capital of Sint Maarten, and enjoy dynamic nightlife and great shopping.
You'll get in some beach time at Maho Beach and Little Bay Beach. Head to Joe's Jewelry and Tropismes Galleryfor some retail therapy. Next up on the itinerary: enjoy the sand and surf at Le Galion Beach, stroll through Dawn Beach, look for all kinds of wild species at Loterie Farm, and take a tour by water with Boat Tours & Water Sports.

To find photos, traveler tips, reviews, and more tourist information, refer to the Philipsburg day trip planning website .

Traveling by flight from Deshaies to Philipsburg takes 3 hours. In December in Philipsburg, expect temperatures between 34°C during the day and 28°C at night. Finish up your sightseeing early on the 15th (Sun) so you can travel to Oranjestad.

Things to do in Philipsburg

Parks Outdoors Beaches

Side Trips

Saint-Martin, Marigot, Sint Maarten, Cupecoy Bay Beach, Orient Bay Beach
Highlights from your plan
Little Bay Beach ©
Little Bay Beach
Maho Beach ©
Maho Beach
Le Galion Beach ©
Le Galion Beach

3
nights
Oranjestad, Aruba

Oranjestad ©
When vacationing on Aruba, don't miss taking a tour of Oranjestad, the capital of the small Caribbean island.
Eschew the tourist crowds and head to Kay's Fine Jewelry and Donkey Sanctuary Aruba. Step out of the city life by going to Eagle Beach and Palm Beach. Go for a jaunt from Oranjestad to San Nicolas to see Baby Beach about 32 minutes away. There's more to do: stroll through Arashi Beach and relax in the rural setting at The Butterfly Farm.

Plan my Oranjestad trip by asking Inpirock to come up with tips and suggestions.

Fly from Philipsburg to Oranjestad in 4 hours. December in Oranjestad sees daily highs of 36°C and lows of 30°C at night. Wrap up your sightseeing on the 18th (Wed) to allow time to travel to Seven Mile Beach.

Things to do in Oranjestad

Parks Outdoors Beaches

Side Trips

Palm - Eagle Beach, Baby Beach, Arashi Beach, Donkey Sanctuary Aruba
Highlights from your plan
Eagle Beach ©
Eagle Beach
Baby Beach ©
Baby Beach
Palm Beach ©
Palm Beach

3
nights
Seven Mile Beach, Cayman Islands

Seven Mile Beach ©
You'll get in some beach time at Seven Mile Beach and Cemetery Beach and Reef. Discover out-of-the-way places like Smith's Barcadere and Submarine Tours.

Plan trip to Seven Mile Beach with our itinerary maker to find out where to go and what to do.

Fly from Oranjestad to Seven Mile Beach in 6 hours. Traveling from Oranjestad to Seven Mile Beach, you'll gain 1 hour due to the time zone difference. In December, plan for daily highs up to 34°C, and evening lows to 28°C. Cap off your sightseeing on the 21st (Sat) early enough to travel back home.

Things to do in Seven Mile Beach

Parks Wildlife Outdoors

Side Trips

George Town, Grand Cayman, Kittiwake Shipwreck & Artificial Reef
Highlights from your plan
Seven Mile Beach ©
Seven Mile Beach
Smith's Barcadere ©
Smith's Barcadere
Kittiwake Shipwreck & Artificial Reef ©

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