43 days in Caribbean Itinerary

43 days in Caribbean Itinerary

Created using Inspirock Caribbean visit planner

Plan created by another user. Make it yours

Route & dates

1
Saint Joseph Parish, Barbados
— 2 nights
2
Philipsburg, St. Maarten-St. Martin
— 5 nights
3
Providenciales, Turks and Caicos
— 4 nights
4
Havana, Cuba
— 5 nights
5
Seven Mile Beach, Cayman Islands
— 3 nights
6
Isla de Vieques, Puerto Rico
— 8 nights
7
Culebra, Puerto Rico
— 5 nights
8
San Juan, Puerto Rico
— 8 nights

2
nights
Saint Joseph Parish, Barbados

Saint Joseph Parish ©
Lush Saint Joseph Parish has a particularly rugged aspect to it down by the sea, so much so that it has gained the nickname 'Scotland District'.
Kick off your visit on the 6th (Fri): enjoy the sand and surf at Bottom Bay, examine the collection at Sunbury Plantation House, thencontemplate the long history of Andromeda Botanic Gardens, thentake in nature's colorful creations at Hunte's Gardens, and finally Head underground at Harrison's Cave.. Here are some ideas for day two: admire the natural beauty at Welchman Hall Gully, kick back and relax at Soup Bowl, thencontemplate the long history of Gun Hill Signal Station, and finally kick back and relax at Carlisle Bay.

To find traveler tips, other places to visit, ratings, and other tourist information, refer to the Saint Joseph Parish online holiday builder.

Cairo, Egypt to Saint Joseph Parish is an approximately 19-hour combination of flight and car. The time zone difference when traveling from Cairo to Saint Joseph Parish is minus 6 hours. While traveling from Cairo, expect a bit warmer days and warmer nights in Saint Joseph Parish, ranging from highs of °C to lows of °C. Finish your sightseeing early on the 7th (Sat) to allow enough time to travel to Philipsburg.

Things to do in Saint Joseph Parish

Parks Beaches Outdoors

Side Trips

Saint Philip Parish, Saint Thomas Parish, Gun Hill Signal Station, Carlisle Bay
Find places to stay Dec 5 — 7:
Highlights from your plan
Hunte's Gardens ©
Hunte's Gardens
Bottom Bay ©
Bottom Bay
Harrison's Cave. ©
Harrison's Cave.

5
nights
Philipsburg, St. Maarten-St. Martin

Take a trip to Philipsburg, the capital of Sint Maarten, and enjoy dynamic nightlife and great shopping.
Philipsburg is known for shopping, beaches, and wildlife. Your plan includes some of its best attractions: tour the pleasant surroundings at Maho Beach, try to win big at Casino Royale, enjoy the sand and surf at Great Bay Beach, and get some thrills on the water with a speed boat tour.

For photos, other places to visit, reviews, and more tourist information, read Philipsburg trip planner.

Traveling by combination of bus and flight from Saint Joseph Parish to Philipsburg takes 8.5 hours. Expect a daytime high around °C in December, and nighttime lows around °C. Cap off your sightseeing on the 12th (Thu) early enough to travel to Providenciales.

Things to do in Philipsburg

Outdoors Parks Beaches

Side Trips

Sint Maarten, Maho, Brown Pelicans, Paradise Peak, WAKE N' GLISSE
Find places to stay Dec 7 — 12:
Highlights from your plan
Speed Boats Tours
Maho Beach ©
Maho Beach
Great Bay Beach ©
Great Bay Beach

4
nights
Providenciales, Turks and Caicos

Providenciales ©
The most commercialized part of the Turks and Caicos, Providenciales remains the islands' tourism heaven, boasting many resorts, hotel chains, and condominiums.
Providenciales is known for beaches, wildlife, and nature. Your plan includes some of its best attractions: kick back and relax at Grace Bay Beach, stroll through Half Moon Bay, tee off at Provo Golf Club, and head off the coast to Little Water Cay.

To find more things to do, other places to visit, traveler tips, and tourist information, use the Providenciales trip planner.

Getting from Philipsburg to Providenciales by flight takes about 8 hours. Due to the time zone difference, you'll gain 1 hour traveling from Philipsburg to Providenciales. Expect a daytime high around °C in December, and nighttime lows around °C. Finish your sightseeing early on the 16th (Mon) so you can travel to Havana.

Things to do in Providenciales

Outdoors Parks Beaches

Side Trip

Smith's Reef
Find places to stay Dec 12 — 16:
Highlights from your plan
Grace Bay Beach ©
Grace Bay Beach
Smith's Reef
Smith's Reef
Shark Diving

5
nights
Havana, Cuba

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
When in Havana, make a side trip to see Playa Paraiso in Cayo Largo, approximately Cayo Largo away. There's much more to do: get to know the fascinating history of Malecón of Havana, don't miss a visit to Paseo del Prado, steep yourself in history at Fortaleza de San Carlos de la Cabana, and explore the world behind art at Museu Nacional de Belas Artes de Cuba.

To find where to stay, more things to do, traveler tips, and more tourist information, go to the Havana itinerary planner.

You can fly from Providenciales to Havana in 7.5 hours. Expect a bit cooler evenings in Havana when traveling from Providenciales in December, with lows around °C. Wrap up your sightseeing on the 21st (Sat) to allow time to travel to Seven Mile Beach.

Things to do in Havana

Historic Sites Tours Museums

Side Trip

Playa Paraiso
Find places to stay Dec 16 — 21:
Highlights from your plan
Old Havana ©
Old Havana
Malecón of Havana ©
Malecón of Havana
Playa Paraiso ©
Playa Paraiso

3
nights
Seven Mile Beach, Cayman Islands

Seven Mile Beach is a long crescent of coral-sand beach on the western end of Grand Cayman island. Step out of Seven Mile Beach with an excursion to Davinoff's Concrete Sculpture Garden in North Side--about 40 minutes away. There's lots more to do: stroll through Stingray City Grand Cayman, get interesting insight from Tours, kick back and relax at Seven Mile Beach, and brush up on your knowledge of spirits at Cayman Spirits Co. Distillery.

To find other places to visit, ratings, and tourist information, read Seven Mile Beach sightseeing planning app.

You can fly from Havana to Seven Mile Beach in 4.5 hours. Traveling from Havana in December, expect somewhat warmer with lows of °C in Seven Mile Beach. Wrap up your sightseeing on the 24th (Tue) early enough to travel to Isla de Vieques.

Things to do in Seven Mile Beach

Parks Wildlife Outdoors

Side Trips

Grand Cayman, George Town, Cayman Turtle Centre: Island Wildlife Encounter, Davinoff's Concrete Sculpture Garden
Find places to stay Dec 21 — 24:
Highlights from your plan
Scuba & Snorkeling
Stingray City Grand Cayman ©
Stingray City Grand Cayman
Seven Mile Beach ©
Seven Mile Beach

8
nights
Isla de Vieques, Puerto Rico

Isla de Vieques ©
For sixty years until 2003, most of the Isla de Vieques was closed off to the public, with the US Navy using the island's beaches and surrounding waters for drills and testing of new military machinery, such as bombs.
Isla de Vieques is known for nature, beaches, and wildlife. Your plan includes some of its best attractions: contemplate the waterfront views at Sun Bay Beach, tour the pleasant surroundings at Media Luna Beach, enjoy the sand and surf at La Chiva, and take a pleasant ride with a tour on horseback.

For more things to do, maps, photos, and other tourist information, refer to the Isla de Vieques day trip app.

You can fly from Seven Mile Beach to Isla de Vieques in 10.5 hours. Due to the time zone difference, you'll lose 1 hour traveling from Seven Mile Beach to Isla de Vieques. In December, plan for daily highs up to °C, and evening lows to °C. Finish up your sightseeing early on the 2nd (Thu) so you can travel to Culebra.

Things to do in Isla de Vieques

Outdoors Parks Beaches
Find places to stay Dec 24 — Jan 2:
Highlights from your plan
Sun Bay Beach ©
Sun Bay Beach
Media Luna Beach ©
Media Luna Beach
Vieques National Wildlife Refuge ©
Vieques National Wildlife Refuge

5
nights
Culebra, Puerto Rico

Culebra ©
With much of Culebra a nature refuge, the tropical island has been protected from overdevelopment, chain hotels, and the cruise set.
Culebra is known for beaches, wildlife, and nature. Your plan includes some of its best attractions: enjoy the sand and surf at Flamenco Beach, get lost in a book at Culebra Public Library, examine the collection at Museo Historico de Culebra, and tour the pleasant surroundings at Culebra National Wildlife Refuge.

To see photos, reviews, more things to do, and tourist information, you can read our Culebra trip planner.

Traveling by car from Isla de Vieques to Culebra takes 4 hours. Alternatively, you can ride a ferry. January in Culebra sees daily highs of °C and lows of °C at night. Cap off your sightseeing on the 7th (Tue) early enough to travel to San Juan.

Things to do in Culebra

Parks Outdoors Beaches
Find places to stay Jan 2 — 7:
Highlights from your plan
Culebrita Island ©
Culebrita Island
Flamenco Beach ©
Flamenco Beach
Zoni Beach ©
Zoni Beach

8
nights
San Juan, Puerto Rico

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Explore San Juan's surroundings by going to El Yunque Rain Forest (in El Yunque National Forest), Luquillo Beach (in Luquillo) and Parque Nacional de las Cavernas del Rio Camuy (in Camuy). The adventure continues: appreciate the extensive heritage of Old San Juan, tee off at Bahia Beach Plantation, make a trip to Calle del Cristo, and kick back and relax at Condado Beach.

For other places to visit, reviews, maps, and more tourist information, refer to the San Juan online trip itinerary maker.

Fly from Culebra to San Juan in 2 hours. Alternatively, you can do a combination of ferry and car; or do a combination of ferry and shuttle. In January, plan for daily highs up to °C, and evening lows to °C. Wrap up your sightseeing on the 15th (Wed) to allow time to travel back home.

Things to do in San Juan

Outdoors Parks Nature

Side Trips

Puerto Rico, Ponce, El Yunque Rain Forest, Luquillo Beach, Parque Nacional de las Cavernas del Rio Camuy
Find places to stay Jan 7 — 15:
Highlights from your plan
Old San Juan ©
Old San Juan
El Yunque Rain Forest ©
El Yunque Rain Forest
Sitio Histórico de San Juan ©
Sitio Histórico de San Juan

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