59 days in Miami & Caribbean Itinerary

59 days in Miami & Caribbean Itinerary

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1
Miami, United States
— 3 nights
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2
Grand Bahama Island, Bahamas
— 3 nights
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3
Providenciales, Turks and Caicos
— 5 nights
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4
Isla de Vieques, Puerto Rico
— 3 nights
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5
Virgin Gorda, British Virgin Islands
— 4 nights
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6
Philipsburg, St. Maarten-St. Martin
— 6 nights
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7
English Harbour, Antigua and Barbuda
— 3 nights
Fly to Dominica, Ferry to Fort-de-France
8
Fort-de-France, Martinique
— 3 nights
Ferry
9
Castries, St. Lucia
— 6 nights
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10
Bridgetown, Barbados
— 7 nights
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11
Port of Spain, Trinidad and Tobago
— 3 nights
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12
Noord, Aruba
— 7 nights
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13
Ocho Rios, Jamaica
— 4 nights
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Miami, United States — 3 nights

Magic City

Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
Miami is known for shopping, museums, and zoos & aquariums. Your trip includes some of its best attractions: see the interesting displays at Vizcaya Museum and Gardens, admire the masterpieces at Wynwood Walls, wander the streets of Ocean Drive, and visit Art Deco Historic District.

For photos, other places to visit, and tourist information, you can read our Miami holiday planner.

Toronto, Canada to Miami is an approximately 6.5-hour flight. You can also drive; or take a bus. Prepare for much warmer weather when traveling from Toronto in February: high temperatures in Miami hover around 30°C and lows are around 21°C. Finish up your sightseeing early on the 4th (Sat) so you can catch the flight to Grand Bahama Island.
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Shopping · Neighborhoods · Museums · Historic Sites
Side Trip
Find places to stay Feb 1 — 4:

Grand Bahama Island, Bahamas — 3 nights

Despite its name, Grand Bahama Island isn't the biggest island in its archipelago.
Grand Bahama Island is known for shopping, wildlife, and beaches. Your trip includes some of its best attractions: take in nature's colorful creations at Garden of the Groves, meet some fierce fish with Unexso, stop by Coastal Mojo, and enjoy the sand and surf at Gold Rock Beach.

To find more things to do, other places to visit, maps, and other tourist information, go to the Grand Bahama Island trip planner.

Traveling by flight from Miami to Grand Bahama Island takes 3 hours. Alternatively, you can do a combination of train and ferry; or do a combination of bus and ferry. February in Grand Bahama Island sees daily highs of 29°C and lows of 20°C at night. Finish your sightseeing early on the 7th (Tue) so you can fly to Providenciales.
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Outdoors · Parks · Beaches · Tours
Find places to stay Feb 4 — 7:

Providenciales, Turks and Caicos — 5 nights

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 sightseeing. Your trip includes some of its best attractions: enjoy the sand and surf at Grace Bay Beach, contemplate the long history of Cheshire Hall Plantation, trot along with a tour on horseback, and relax and rejuvenate at Glow Fitness TCI.

To see other places to visit and more tourist information, refer to the Providenciales road trip planner.

Getting from Grand Bahama Island to Providenciales by flight takes about 7 hours. Plan for a bit warmer nights when traveling from Grand Bahama Island in February since evenings lows in Providenciales dip to 27°C. Cap off your sightseeing on the 12th (Sun) early enough to catch the flight to Isla de Vieques.
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Outdoors · Parks · Beaches · Tours
Find places to stay Feb 7 — 12:

Isla de Vieques, Puerto Rico — 3 nights

Isla Nena

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 beaches, nature, and adventure. Your trip includes some of its best attractions: tour the pleasant surroundings at Balneario Sun Bay, look for gifts at Isla Vida, enjoy the sand and surf at Playa La Chiva, and explore the ancient world of El Hombre de Puerto Ferro.

To see traveler tips, where to stay, ratings, and more tourist information, you can read our Isla de Vieques tour itinerary maker.

Fly from Providenciales to Isla de Vieques in 9.5 hours. Traveling from Providenciales to Isla de Vieques, you'll lose 1 hour due to the time zone difference. In February, daily temperatures in Isla de Vieques can reach 33°C, while at night they dip to 26°C. Wrap up your sightseeing on the 15th (Wed) early enough to fly to Virgin Gorda.
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Outdoors · Parks · Beaches · Wildlife
Find places to stay Feb 12 — 15:

Virgin Gorda, British Virgin Islands — 4 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.
Spend the 16th (Thu) exploring nature at Devil's Bay National Park. Next up on the itinerary: take in the dramatic natural features at The Baths, discover the deep blue sea with Sunchaser Scuba Ltd., stroll through Honeymoon Beach, and contemplate the waterfront views at Savannah Bay.

To find more things to do, ratings, and more tourist information, refer to the Virgin Gorda trip planner.

Fly from Isla de Vieques to Virgin Gorda in 6 hours. In February, daily temperatures in Virgin Gorda can reach 34°C, while at night they dip to 28°C. Wrap up your sightseeing on the 19th (Sun) to allow time to fly to Philipsburg.
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Parks · Outdoors · Nature · Beaches
Find places to stay Feb 15 — 19:

Philipsburg, St. Maarten-St. Martin — 6 nights

Take a trip to Philipsburg, the capital of Sint Maarten, and enjoy dynamic nightlife and great shopping.
Change things up with a short trip to Cupecoy Bay Beach in Cupecoy Bay (about 30 minutes away). The adventure continues: enjoy the sand and surf at Maho Beach, surround yourself with nature on a nature and wildlife tour, don't miss a visit to Frontstreet, and paddle through the water with a kayaking and canoeing tour.

For ratings, maps, traveler tips, and more tourist information, read our Philipsburg online vacation planner.

Fly from Virgin Gorda to Philipsburg in 4.5 hours. In February in Philipsburg, expect temperatures between 33°C during the day and 27°C at night. Finish your sightseeing early on the 25th (Sat) to allow enough time to fly to English Harbour.
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Outdoors · Parks · Beaches · Nature
Side Trips
Find places to stay Feb 19 — 25:

English Harbour, Antigua and Barbuda — 3 nights

Take a break from English Harbour with a short trip to Devil's Bridge in Willikies, about 36 minutes away. Spend the 26th (Sun) exploring nature at Nelson's Dockyard.

For reviews, maps, ratings, and tourist information, read our English Harbour road trip planning site.

Traveling by flight from Philipsburg to English Harbour takes 3 hours. February in English Harbour sees daily highs of 32°C and lows of 26°C at night. Wrap up your sightseeing on the 28th (Tue) early enough to travel to Fort-de-France.
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Parks · Nature · Outdoors · Beaches
Side Trips
Find places to stay Feb 25 — 28:

Fort-de-France, Martinique — 3 nights

The political capital of Martinique, Fort-de-France has a thriving commercial center and a number of historic sites.
Explore Fort-de-France's surroundings by going to Anse Dufour (in Les Anses d'Arlet), Plage des Salines (in Sainte-Anne) and La Savane des Esclaves (in Trois-Ilets). There's still lots to do: take in nature's colorful creations at Jardin de Balata, browse the collection at Schoelcher Library, pause for some photo ops at Espace Camille Darsiere, and contemplate in the serene atmosphere at St. Louis Cathedral.

For more things to do, reviews, and tourist information, use the Fort-de-France online trip itinerary planner.

You can do a combination of flight and ferry from English Harbour to Fort-de-France in 5.5 hours. Alternatively, you can fly. Expect a daytime high around 34°C in March, and nighttime lows around 26°C. Wrap up your sightseeing on the 4th (Sat) early enough to ride a ferry to Castries.
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Outdoors · Historic Sites · Parks · Beaches
Side Trips
Find places to stay Feb 28 — Mar 4:

Castries, St. Lucia — 6 nights

The capital and largest city in Saint Lucia, Castries has a number of cultural sites to explore, and recreational areas to enjoy.
Explore Castries' surroundings by going to La Soufriere Drive-In Volcano (in Malgretoute) and Soufriere (Sulphur Springs & Diamond Falls Botanical Gardens). The adventure continues: contemplate the waterfront views at Rodney Bay, stop by Harry Edwards Jewelers, explore the striking landscape at Pitons, and explore the striking landscape of Pigeon Island National Park.

For photos, ratings, maps, and other tourist information, use the Castries trip website.

Traveling by ferry from Fort-de-France to Castries takes 2.5 hours. Alternatively, you can fly. In March, daytime highs in Castries are 34°C, while nighttime lows are 27°C. Finish your sightseeing early on the 10th (Fri) so you can fly to Bridgetown.
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Parks · Nature · Tours · Outdoors
Side Trips
Find places to stay Mar 4 — 10:

Bridgetown, Barbados — 7 nights

Bridgetown is the capital and largest city of Barbados. Explore the numerous day-trip ideas around Bridgetown: Saint Peter Parish (Barbados Wildlife Reserve & St. Nicholas Abbey) and Saint Philip Parish (Bottom Bay & Foul Bay). There's lots more to do: steep yourself in history at Andromeda Botanic Gardens, get a new perspective on things with Boat Tours & Water Sports, Head underground at Harrison's Cave., and kick back and relax at Dover Beach.

To find more things to do, maps, other places to visit, and other tourist information, read Bridgetown road trip website.

Traveling by flight from Castries to Bridgetown takes 4.5 hours. Expect a daytime high around 34°C in March, and nighttime lows around 28°C. Finish up your sightseeing early on the 17th (Fri) so you can catch the flight to Port of Spain.
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Parks · Outdoors · Beaches · Historic Sites
Side Trips
Find places to stay Mar 10 — 17:

Port of Spain, Trinidad and Tobago — 3 nights

Port of Spain, the country's capital, sits between the sea and a scenic green mountain range, and acts as a gateway for eclectic adventures on land and sea.
Port of Spain is known for beaches, parks, and nightlife. Your trip includes some of its best attractions: get a dose of the wild on a nature and wildlife tour, stroll through Asa Wright Nature Centre, browse the fresh offerings at Green Market, and take in nature's colorful creations at Royal Botanic Gardens.

To find other places to visit, maps, photos, and more tourist information, refer to the Port of Spain road trip planning website.

You can fly from Bridgetown to Port of Spain in 3 hours. In March in Port of Spain, expect temperatures between 38°C during the day and 26°C at night. Wrap up your sightseeing on the 20th (Mon) early enough to fly to Noord.
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Parks · Wildlife · Outdoors · Tours
Side Trips
Find places to stay Mar 17 — 20:

Noord, Aruba — 7 nights

Noord itineraries allow for cultural exploration and adventure tourism, as the most populous and visited town on the island.
Explore the numerous day-trip ideas around Noord: San Nicolas (ArtisA Gallery & Baby Beach). There's lots more to do: enjoy the sand and surf at Eagle Beach, tour the pleasant surroundings at Hadicurari Beach, explore the striking landscape of Arikok National Park, and get a new perspective on things with Boat Tours & Water Sports.

To see more things to do, ratings, and tourist information, go to the Noord road trip app.

Getting from Port of Spain to Noord by flight takes about 6.5 hours. In March in Noord, expect temperatures between 36°C during the day and 30°C at night. On the 27th (Mon), you'll have the morning to explore before heading off to Ocho Rios.
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Parks · Outdoors · Beaches · Nature
Side Trips
Find places to stay Mar 20 — 27:

Ocho Rios, Jamaica — 4 nights

A trip to Ocho Rios, the tourist hub of Saint Ann Parish, offers travelers a staggering amount of activities and cultural attractions.
Explore Ocho Rios' surroundings by going to Rose Hall Great House (in Rose Hall) and Bob Marley Museum (in St. Ann's Bay). The adventure continues: take in the dramatic scenery at Dunn's River Falls and Park, look for gifts at Jewels & Time Duty Free Jewelers, take a pleasant ride with a tour on horseback, and admire the natural beauty at Shaw Park Gardens & Waterfalls.

To find ratings, where to stay, photos, and other tourist information, read our Ocho Rios day trip tool.

Fly from Noord to Ocho Rios in 10.5 hours. The time zone difference moving from Atlantic Standard Time to Eastern Standard Time is minus 1 hour. In March, daily temperatures in Ocho Rios can reach 36°C, while at night they dip to 27°C. You'll set off for home on the 31st (Fri).
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Parks · Tours · Outdoors · Nature
Side Trips
Find places to stay Mar 27 — 31:

Barbados travel guide

4.4
Beaches · Scuba & Snorkeling · Gardens
Little England
Plan a vacation on the small Caribbean island of Barbados and experience its rich history and vibrant culture. Affectionately called "Little England," the island retains a noticeable British influence in its lively culture, visible especially in sport, religion, and the charming British style buildings with a Caribbean flair. On a tour of Barbados you can lounge on sandy beaches, participate in world-class surfing, roam the World Heritage-listed capital, or explore the lush island interior. When on the island, don't forget to sample its world-famous rum and the signature local dish, the flying fish.
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Trinidad and Tobago travel guide

4
Beaches · Nature & Parks · Waterfalls
With its two landmasses offering different, but complementary Caribbean flavors, the dual island nation of Trinidad and Tobago attracts visitors looking for relaxation and adventure. Cities and bustling market towns set the pace of cosmopolitan Trinidad, by far the larger of the two Caribbean sisters. Holidays in Tobago tend to be more chilled out affairs, with island offering some of the nation's finest resorts and best kept beaches, along with a wealth of protected areas boasting diverse and abundant wildlife. Both have become famous for their Creole culture and traditions, with holidays in Trinidad and Tobago offering plenty of culinary and musical highlights, including red hot curries and spicy calypso music.
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Aruba travel guide

4.4
Happy Island
A Dutch outpost in the Caribbean, sun-drenched Aruba provides a mix of modern seaside resorts and quiet coastal areas ideal for those wishing to escape the crowds. Vacations in Aruba, known affectionately as the "Happy Island," generally combine water-based activities with tours of the untamed backcountry, where you can discover unusual rock formations, historic churches, ostrich farms, and animal sanctuaries. Island capital Oranjestad offers some of the finest shopping and cultural sightseeing in Aruba, with an eco-friendly electric streetcar providing quick access to all of the city's major attractions, including numerous shops, restaurants, and hotels.
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