45 days in Caribbean Itinerary

Make it your trip
Fly to L.F. Wade International International Airport, Drive to Southampton Parish
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Southampton Parish, Bermuda
— 4 nights
Unknown
2
Eleuthera, Bahamas
— 3 nights
Unknown
3
Providenciales, Turks and Caicos
— 4 nights
Fly
4
George Town, Cayman Islands
— 3 nights
Fly
5
Kingston, Jamaica
— 3 nights
Fly
6
Punta Cana, Dominican Republic
— 2 nights
Fly to Luis Munoz Marin International Airport, Drive to Isabela
7
Isabela, Puerto Rico
— 1 night
Drive
8
Rincon, Puerto Rico
— 4 nights
+2
Drive to Luis Munoz Marin International Airport, Fly to Cyril E. King Airport, Drive to Virgin Islands National Park
9
Virgin Islands National Park, U.S. Virgin Islands
— 2 nights
Taxi to Cruz Bay, St John, Ferry to Virgin Gorda
10
Virgin Gorda, British Virgin Islands
— 3 nights
Fly to St Maarten, Ferry to Shoal Bay Village
11
Shoal Bay Village, Anguilla
— 3 nights
Fly
12
Soufriere, St. Lucia
— 4 nights
Fly
13
Bridgetown, Barbados
— 5 nights
Fly

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Southampton Parish, Bermuda — 4 nights

The area's beaches remain the primary reason to holiday in Southampton Parish, with their number and variety providing entertainments and sights to suit a range of tastes.
Your cultural itinerary includes sights like Bermuda Aquarium, Natural History Museum & Zoo and The Unfinished Church. Escape the urban bustle at Horseshoe Bay Beach and Crystal & Fantasy Caves. Next up on the itinerary: stroll through Warwick Long Bay Beach, examine the collection at Bermuda Underwater Exploration Institute, admire the masterpieces at Bermuda Society of Arts, and enjoy the sand and surf at West Whale Bay Beach.

Ask Inspirock to suggest an itinerary and make planning a trip to Southampton Parish fast, fun, and easy.

Newark, USA to Southampton Parish is an approximately 6.5-hour combination of flight and car. Traveling from Newark to Southampton Parish, you'll lose 1 hour due to the time zone difference. Prepare for much warmer weather when traveling from Newark in February: high temperatures in Southampton Parish hover around 69°F and lows are around 61°F. Finish up your sightseeing early on the 5th (Sun) so you can catch the flight to Eleuthera.
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Outdoors · Parks · Beaches · Museums
Side Trips
Find places to stay Feb 1 — 5:

Eleuthera, Bahamas — 3 nights

The long, thin island of Eleuthera has plenty of coast, built up in places and left wild and rural in others.
Start off your visit on the 6th (Mon): explore the wealth of natural beauty at Leon Levy Native Plant Preserve, enjoy the sand and surf at French Leave Beach, and then kick back and relax at Ten Bay Beach. On the 7th (Tue), you'll have a packed day of sightseeing: pick up some local products at Eleuthera Island Farm, cool off at Tarpum Bay, and then get interesting insight from Tours.

To find ratings and more tourist information, refer to the Eleuthera attractions planning website.

Explore your travel options from Southampton Parish to Eleuthera with the Route module. The time zone difference moving from Atlantic Standard Time (AST) to Eastern Standard Time (EST) is minus 1 hour. On the 8th (Wed), you'll travel to Providenciales.
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Outdoors · Parks · Beaches · Historic Sites
Find places to stay Feb 5 — 8:

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.
Take a break from the city and head to Grace Bay Beach and Scuba & Snorkeling. You'll enjoy a bit of beach vacationing at Taylor Bay Beach and Sapodilla Bay Beach. There's much more to do: tee off at Royal Turks and Caicos Golf Club, see the vivid underwater world at Coral Gardens Reef, go for a walk through Turks and Caicos Map Mural, and look for gifts at Jai's Turks and Caicos.

For where to stay, photos, reviews, and more tourist information, read our Providenciales holiday maker website.

Explore your travel options from Eleuthera to Providenciales with the Route module. February in Providenciales sees daily highs of 82°F and lows of 74°F at night. On the 12th (Sun), wrap the sightseeing up by early afternoon so you can fly to George Town.
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Outdoors · Parks · Beaches · Wildlife
Find places to stay Feb 8 — 12:

George Town, Cayman Islands — 3 nights

George Town is a city situated on Grand Cayman island of the Cayman Islands. You'll get in some beach time at Rum Point and Starfish Point. Get outdoors at Mastic Trail and Scuba & Snorkeling. When in George Town, make a side trip to see Davinoff's Concrete Sculptures in Old Man Bay, approximately Old Man Bay away. The adventure continues: explore the historical opulence of Pedro St. James National Historic Site, brush up on your knowledge of spirits at Cayman Spirits Co. Distillery, see the vivid underwater world at Smith's Barcadere, and explore the galleries of Cayman Islands National Museum.

For where to stay, other places to visit, more things to do, and tourist information, use the George Town tour planner.

Traveling by flight from Providenciales to George Town takes 9.5 hours. In February, daytime highs in George Town are 84°F, while nighttime lows are 74°F. Finish up your sightseeing early on the 15th (Wed) so you can catch the flight to Kingston.
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Parks · Outdoors · Wildlife · Beaches
Side Trips
Find places to stay Feb 12 — 15:

Kingston, Jamaica — 3 nights

The country's capital, Kingston offers all the excitement of a lively and storied city, while also housing the services and facilities travelers need to get around and see the rest of the island.
Get some cultural insight at Bob Marley Museum and Jamaica National Gallery. Next up on the itinerary: take in the awesome beauty at Blue Mountains, make a trip to Two Sisters Cave, admire all the interesting features of Devon House, and contemplate the long history of Port Royal.

For where to stay, ratings, reviews, and other tourist information, go to the Kingston vacation maker website.

You can fly from George Town to Kingston in 5 hours. February in Kingston sees daily highs of 87°F and lows of 73°F at night. Finish your sightseeing early on the 19th (Sun) so you can fly to Punta Cana.
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Parks · Historic Sites · Nature · Museums
Side Trip
Find places to stay Feb 15 — 19:

Punta Cana, Dominican Republic — 2 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.
Visiting Bavaro Beach and Destiny Caribbean Tours will get you outdoors. Altos de Chavon and Aromas Museum are good opportunities to explore the local culture. There's more to do: tee off at Punta Espada Golf Course and don't miss a visit to Jesus Maestro Parish.

To find maps, ratings, more things to do, and more tourist information, use the Punta Cana day trip planning website.

Traveling by flight from Kingston to Punta Cana takes 5 hours. Traveling from Kingston to Punta Cana, you'll lose 1 hour due to the time zone difference. February in Punta Cana sees daily highs of 83°F and lows of 71°F at night. Wrap up your sightseeing on the 21st (Tue) to allow time to travel to Isabela.
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Outdoors · Beaches · Adventure · Tours
Side Trip
Find places to stay Feb 19 — 21:

Isabela, Puerto Rico — 1 night

Isabela is a municipality of Puerto Rico (U.S.) located in the north-western region of the island, north of San Sebastián; west of Quebradillas; and east of Aguadilla and Moca. Start off your visit on the 22nd (Wed): delve into the lush surroundings at Bosque Estatal De Guajataca, stroll through La Poza De Las Golondrinas, and then enjoy the sand and surf at Jobos Beach. Get ready for a full day of sightseeing on the 23rd (Thu): make a trip to Monumento al Cacique Mabodamaca, enjoy the sand and surf at Playa Crashboat, and then see some colorful creatures with a scuba or snorkeling tour.

For more things to do, photos, traveler tips, and more tourist information, read Isabela tour planner.

The Route module can help you plan travel from Punta Cana to Isabela. In February, daytime highs in Isabela are 82°F, while nighttime lows are 69°F. Finish up your sightseeing early on the 23rd (Thu) so you can go by car to Rincon.
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Outdoors · Parks · Beaches · Tours
Side Trip
Find places to stay Feb 21 — 23:

Rincon, Puerto Rico — 4 nights

Corner

A seaside playground in the Caribbean, Rincon was a small agricultural and fishing town until it hosted the 1968 World Surfing Championship.
Get in touch with nature at Spotin tours and Scuba & Snorkeling. Visit Playa Sucia and Sandy Beach for some beach relaxation. Step out of Rincon with an excursion to Faro Los Morrillos in Cabo Rojo--about 1h 25 min away. There's more to do: enjoy the sea views from Faro de Punta Higuera and stop by Ocean State of Mind.

For where to stay, traveler tips, more things to do, and tourist information, you can read our Rincon travel route builder.

You can drive from Isabela to Rincon in an hour. Traveling from Isabela in February, you can expect nighttime temperatures to be a bit warmer in Rincon, with lows of 76°F. Finish up your sightseeing early on the 27th (Mon) so you can travel to Virgin Islands National Park.
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Outdoors · Historic Sites · Beaches · Tours
Side Trips
Find places to stay Feb 23 — 27:

Virgin Islands National Park, U.S. Virgin Islands — 2 nights

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.
Your cultural itinerary includes sights like Annaberg Sugar Plantation and Cinnamon Bay Archeology Museum & Lab. Take a break from the city and head to Trunk Bay Beach and Ram Head Trail. There's still lots to do: explore the activities along Salt Pond Bay, discover the deep blue sea with a scuba or snorkeling tour, enjoy the sand and surf at Cinnamon Bay Beach, and stop by TuTu Much.

To find where to stay, maps, ratings, and tourist information, you can read our Virgin Islands National Park holiday builder.

Use the Route module to find suitable travel options from Rincon to Virgin Islands National Park. In February, plan for daily highs up to 84°F, and evening lows to 73°F. Cap off your sightseeing on the 1st (Wed) early enough to travel to Virgin Gorda.
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Outdoors · Parks · Beaches · Nature
Side Trips
Find places to stay Feb 27 — Mar 1:

Virgin Gorda, British Virgin Islands — 3 nights

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.
You'll get in some beach time at The Baths and Savannah Bay. Step out of the city life by going to Spring Bay and Honeymoon Beach. There's much more to do: discover the deep blue sea with Sunchaser Scuba Ltd., tour the pleasant surroundings at Virgin Gorda Peak, make a trip to Wreck of the Chikuzen, and soothe aching muscles at some of the top local wellness centers.

To see maps, where to stay, ratings, and more tourist information, you can read our Virgin Gorda holiday maker tool.

Getting from Virgin Islands National Park to Virgin Gorda by combination of taxi and ferry takes about 2.5 hours. Other options: do a combination of ferry and flight. In March in Virgin Gorda, expect temperatures between 84°F during the day and 75°F at night. Wrap up your sightseeing on the 4th (Sat) early enough to travel to Shoal Bay Village.
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Outdoors · Parks · Beaches · Nature
Find places to stay Mar 1 — 4:

Shoal Bay Village, Anguilla — 3 nights

On the 5th (Sun), kick back and relax at Rendezvous Bay Beach and then tour the pleasant surroundings at Shoal Bay. Get ready for a full day of sightseeing on the next day: step off the mainland to explore Sandy Island, then enjoy the sand and surf at Meads Bay, then get close to the beloved marine mammals with Dolphin Discovery Anguilla, and finally shop like a local with Limin' Boutique.

To see reviews, ratings, other places to visit, and other tourist information, use the Shoal Bay Village road trip site.

Traveling by combination of flight and ferry from Virgin Gorda to Shoal Bay Village takes 4.5 hours. Alternatively, you can do a combination of flight, ferry, and taxi; or fly. Expect a daytime high around 84°F in March, and nighttime lows around 73°F. Cap off your sightseeing on the 7th (Tue) early enough to catch the flight to Soufriere.
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Find places to stay Mar 4 — 7:

Soufriere, St. Lucia — 4 nights

Home to some of Saint Lucia's landmark buildings and natural features, Soufriere provides travelers with an engaging and direct route into the center of island life.
Escape the urban bustle at Dolphin & Whale Watching and Petit Piton Trail. Visit Anse Cochon Beach and Reduit Beach for some beach relaxation. Next up on the itinerary: take in the dramatic natural features at Pitons, admire the sheer force of Piton Falls, admire the natural beauty at Diamond Falls Botanical Gardens, and relax in the rural setting at Fond Doux Eco Resort's Heritage Tours.

To find reviews, ratings, more things to do, and more tourist information, go to the Soufriere trip builder site.

Fly from Shoal Bay Village to Soufriere in 9 hours. In March in Soufriere, expect temperatures between 85°F during the day and 76°F at night. Finish your sightseeing early on the 11th (Sat) to allow enough time to fly to Bridgetown.
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Parks · Outdoors · Trails · Tours
Side Trips
Find places to stay Mar 7 — 11:

Bridgetown, Barbados — 5 nights

Bridgetown is the capital and largest city of Barbados. Your cultural itinerary includes sights like Boat Tours & Water Sports and Pebbles Beach. Get in touch with nature at Harrison's Cave. and Carlisle Bay. You'll find plenty of places to visit near Bridgetown: Barbados Wildlife Reserve (in Saint Peter Parish), Bottom Bay (in Saint Philip Parish) and Crane Beach (in Union Hall). And it doesn't end there: Head underground at Animal Flower Cave, kick back and relax at Bathsheba Beach, admire the natural beauty at Hunte's Gardens, and tour the pleasant surroundings at Dover Beach.

Discover how to plan a Bridgetown trip in just a few steps with Inspirock's itinerary builder.

You can fly from Soufriere to Bridgetown in 3 hours. Expect a daytime high around 85°F in March, and nighttime lows around 75°F. Finish up your sightseeing early on the 16th (Thu) so you can travel back home.
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Parks · Outdoors · Beaches · Historic Sites
Side Trips
Find places to stay Mar 11 — 16:

Jamaica travel guide

4.1
Waterfalls · Beaches · Nightlife
The third most populous English-speaking country in the Americas, Jamaica remains a member of the Commonwealth of Nations, with the British monarch its official head of state. Jamaica tourism thrives thanks to the island nation's reputation for natural beauty, outstanding cuisine, and lively music scene. The country's landscape is as diverse as its population, its tropical climate supporting varied ecosystems that include everything from savannahs to rugged mountain slopes. For most visitors, a holiday in Jamaica is a largely outdoor affair, with hiking, fishing, golfing, camping, snorkeling, horseback riding, and kite surfing among the most popular things to do.
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St. John travel guide

4.8
Beaches · Kayaking & Canoeing · Gift & Specialty Shops
With two thirds of St. John designated as a national park, the smallest of the U.S. Virgin Islands is also the least developed, lacking an airport and cruise ship docks. Although well connected to its more commercialized neighbor, St. Thomas, St. John makes it easy to get away from crowds and enjoy pristine white-sand beaches. On a trip to St. John you can spend your days snorkeling or kayaking, explore the verdant hills of the national park, or head to Cruz Bay, the islands largest town, for excellent dining and shopping.
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St. Lucia travel guide

4.1
Hot Springs · Bodies of Water · Landmarks
The island of St. Lucia is hailed for its scenic landscape of tall mountains, forested hills, and fertile valleys sprinkled with banana plantations. The island's dramatic scenery is most renowned for the Pitons, two volcanic spires that rise from the ocean floor. Whether you're visiting the island as part of a cruise, a romantic honeymoon, or looking for adventure, a St. Lucia vacation offers something for everyone. Discover the island's hidden beaches and coves, go climbing or hiking, and enjoy the picturesque views and tropical weather.
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