24 days in United States & Caribbean Itinerary

24 days in United States & Caribbean Itinerary

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Route & dates

24 days in United States & Caribbean Itinerary

Start: Port-au-Prince, Haiti
Fly:  5​h 45​min
1
Miami, United States
— 3 nights
+4
train + bus + foot + Fly + Drive:  7​h 30​min
2
Ponce, Puerto Rico
— 1 day
Drive:  1​h 30​min
3
San Juan, Puerto Rico
— 3 nights
Fly:  30​min
4
Culebra, Puerto Rico
— 3 nights
Fly + Drive:  2​h 15​min
5
Isla de Vieques, Puerto Rico
— 4 nights
Fly:  1​h
6
St. Croix, U.S. Virgin Islands
— 1 night
+2
Fly + Drive + ferry:  1​h 30​min
7
Virgin Islands National Park, U.S. Virgin Islands
— 2 nights
Drive:  1​h
8
East End, U.S. Virgin Islands
— 1 night
Fly + taxi:  3​h 15​min
9
Roseau, Dominica
— 3 nights
Fly + bus:  4​h 15​min
10
Saint Joseph Parish, Barbados
— 2 nights
bus + Fly:  9​h
End: Port-au-Prince, Haiti

3
nights
Miami, United States

Miami ©
Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
You'll find plenty of places to visit near Miami: Key Largo (Scuba & Snorkeling & Island Dolphin Care), Florida Keys Wild Bird Rehabilitation Center (in Tavernier) and Fishing Charters & Tours (in Islamorada). There's lots more to do: enjoy the sand and surf at South Beach, enjoy some diversion at Lock & Load Miami, examine the collection at Lock & Load Museum, and get a taste of the local shopping with Lincoln Road.

To see reviews, where to stay, maps, and other tourist information, read our Miami online driving holiday planner .

Port-au-Prince, Haiti to Miami is an approximately 6-hour flight. In August, daytime highs in Miami are 38°C, while nighttime lows are 30°C. Cap off your sightseeing on the 3rd (Tue) early enough to travel to Ponce.

Things to do in Miami

Outdoors Wildlife Tours

Side Trips

Key Largo, Miami Beach, Village of Merrick Park, Fishing Charters & Tours
Highlights from your plan
South Beach ©
South Beach
Scuba & Snorkeling
Lincoln Road ©
Lincoln Road

1
day
Ponce, Puerto Rico

Ponce ©
Ponce is both a city and a municipality in the southern part of Puerto Rico. On the 4th (Wed), explore the world behind art at Museo de Arte de Ponce, then examine the collection at Parque de Bombas, and then don't miss a visit to Plaza of Delights (Plaza de las Delicias).

To see other places to visit, traveler tips, reviews, and other tourist information, you can read our Ponce vacation planner.

You can do a combination of train, flight, and car from Miami to Ponce in 7.5 hours. Alternatively, you can fly; or do a combination of flight and shuttle. The time zone difference when traveling from Miami to Ponce is 1 hour. When traveling from Miami in September, plan for slightly colder days and about the same nights in Ponce: temperatures range from 34°C by day to 28°C at night. Finish up your sightseeing early on the 4th (Wed) so you can go by car to San Juan.

Things to do in Ponce

Museums
Highlights from your plan
Museo de Arte de Ponce ©
Museo de Arte de Ponce
Parque de Bombas ©
Parque de Bombas

3
nights
San Juan, Puerto Rico

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Change things up with a short trip to El Yunque Rain Forest in El Yunque National Forest (about 1h 10 min away). There's lots more to do: appreciate the extensive heritage of Old San Juan, skim along the rocks with a canyoning and rapelling tour, enjoy the sand and surf at Condado Beach, and stop by Puerto Rican Art & Crafts.

To see maps and other tourist information, read San Juan trip planner .

Drive from Ponce to San Juan in 1.5 hours. Alternatively, you can take a shuttle. In September, daytime highs in San Juan are 38°C, while nighttime lows are 30°C. Wrap up your sightseeing on the 7th (Sat) to allow time to fly to Culebra.

Things to do in San Juan

Parks Outdoors Historic Sites

Side Trip

El Yunque Rain Forest
Highlights from your plan
Old San Juan ©
Old San Juan
El Yunque Rain Forest ©
El Yunque Rain Forest
Condado Beach ©
Condado Beach

3
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, nature, outdoors, and adventure. Your plan includes some of its best attractions: enjoy the sand and surf at Flamenco Beach, stroll through Zoni Beach, take a tour by water with Boat Tours & Water Sports, and visit a coastal fixture at Culebrita Lighthouse.

For other places to visit, ratings, maps, and tourist information, you can read our Culebra trip planning site .

Culebra is just a stone's throw from San Juan. In September, daytime highs in Culebra are 37°C, while nighttime lows are 30°C. Finish your sightseeing early on the 10th (Tue) so you can travel to Isla de Vieques.

Things to do in Culebra

Outdoors Parks Beaches
Highlights from your plan
Flamenco Beach ©
Flamenco Beach
Culebrita Island ©
Culebrita Island
Zoni Beach ©
Zoni Beach

4
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, wildlife, adventure, and nightlife. Your plan includes some of its best attractions: explore the activities along Sun Bay Beach, kick back and relax at Media Luna Beach, make a trip to La Gran Ceiba de Vieques, and take a leisurely stroll along Malecon.

To find ratings, other places to visit, traveler tips, and tourist information, refer to the Isla de Vieques online attractions planner .

Traveling by combination of flight and car from Culebra to Isla de Vieques takes 2.5 hours. Alternatively, you can ride a ferry. In September in Isla de Vieques, expect temperatures between 36°C during the day and 29°C at night. Finish your sightseeing early on the 14th (Sat) to allow enough time to travel to St. Croix.

Things to do in Isla de Vieques

Parks Beaches Outdoors
Highlights from your plan
Sun Bay Beach ©
Sun Bay Beach
Vieques National Wildlife Refuge ©
Vieques National Wildlife Refuge
Media Luna Beach ©
Media Luna Beach

1
night
St. Croix, U.S. Virgin Islands

St. Croix ©
The largest of the U.S.
Start off your visit on the 15th (Sun): identify plant and animal life at Sandy Point National Wildlife Refuge, then contemplate the long history of Fort Christiansvaern, and then pause for some photo ops at Buck Island Reef National Monument.

To see photos, more things to do, where to stay, and other tourist information, go to the St. Croix tour planner.

Traveling by flight from Isla de Vieques to St. Croix takes an hour. Alternatively, you can do a combination of ferry, shuttle, and flight. In September, daily temperatures in St. Croix can reach 37°C, while at night they dip to 29°C. Finish up your sightseeing early on the 15th (Sun) so you can travel to Virgin Islands National Park.

Things to do in St. Croix

Wildlife Parks Nature
Highlights from your plan
Buck Island Reef National Monument ©
Sandy Point National Wildlife Refuge ©
Fort Christiansvaern ©
Fort Christiansvaern

2
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.
Start off your visit on the 16th (Mon): see the vivid underwater world at Leinster Bay, contemplate the long history of Annaberg Sugar Plantation, and then contemplate the waterfront views at Maho Bay. On the next day, explore the ancient world of Cinnamon Bay Nature Trail, tour the pleasant surroundings at Trunk Bay, and then contemplate the waterfront views at Hawksnest Beach.

For where to stay, photos, and more tourist information, read Virgin Islands National Park journey builder .

Getting from St. Croix to Virgin Islands National Park by combination of flight and ferry takes about 1.5 hours. Other options: ride a ferry. Expect a daytime high around 37°C in September, and nighttime lows around 30°C. Cap off your sightseeing on the 17th (Tue) early enough to go by car to East End.

Things to do in Virgin Islands National Park

Parks Outdoors Beaches
Highlights from your plan
Trunk Bay ©
Trunk Bay
Annaberg Sugar Plantation ©
Annaberg Sugar Plantation
Leinster Bay ©
Leinster Bay

1
night
East End, U.S. Virgin Islands

East End ©
St.
Kick off your visit on the 18th (Wed): get up close and personal with brilliant marine life at Coral World Ocean Park, then kick back and relax at Magens Bay, and then tour the pleasant surroundings at Coki Point Beach.

To find maps, traveler tips, reviews, and more tourist information, read East End trip planner .

Traveling by car from Virgin Islands National Park to East End takes an hour. Expect a daytime high around 37°C in September, and nighttime lows around 30°C. Finish your sightseeing early on the 18th (Wed) to allow enough time to travel to Roseau.

Things to do in East End

Parks Beaches Outdoors

Side Trip

Magens Bay
Highlights from your plan
Magens Bay ©
Magens Bay
Coral World Ocean Park ©
Coral World Ocean Park
Coki Point Beach ©
Coki Point Beach

3
nights
Roseau, Dominica

Roseau ©
The capital city, Roseau maintains a small scale, but possesses a convincing Caribbean charm in its architecture, cuisine, and culture.
Venture out of the city with trips to Morne Trois Pitons National Park (Boiling Lake, Valley of Desolation, & more). There's still lots to do: explore the activities along Breakfast River and take in the dramatic scenery at Trafalgar Falls.

To find traveler tips, where to stay, and other tourist information, you can read our Roseau online holiday builder .

You can do a combination of flight and taxi from East End to Roseau in 3.5 hours. Cap off your sightseeing on the 21st (Sat) early enough to travel to Saint Joseph Parish.

Things to do in Roseau

Nature Parks Wildlife

Side Trip

Morne Trois Pitons National Park
Highlights from your plan
Boiling Lake ©
Boiling Lake
Morne Nichols ©
Morne Nichols
Emerald Pool Nature Trail ©
Emerald Pool Nature Trail

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'.
Start off your visit on the 22nd (Sun): enjoy the sand and surf at Bottom Bay, examine the collection at Sunbury Plantation House, admire the natural beauty at Andromeda Botanic Gardens, then take in nature's colorful creations at Hunte's Gardens, and finally Head underground at Harrison's Cave.. On the 23rd (Mon), you'll have a packed day of sightseeing: stroll through Soup Bowl and then contemplate the long history of St. Nicholas Abbey.

For ratings, photos, more things to do, and other tourist information, go to the Saint Joseph Parish route planning tool .

Getting from Roseau to Saint Joseph Parish by combination of flight and bus takes about 4.5 hours. Other options: do a combination of ferry, flight, and bus. In September, daily temperatures in Saint Joseph Parish can reach 36°C, while at night they dip to 30°C. On the 23rd (Mon), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Saint Joseph Parish

Parks Beaches Outdoors

Side Trips

Saint Philip Parish, St. Nicholas Abbey, Harrison's Cave.
Highlights from your plan
Hunte's Gardens ©
Hunte's Gardens
Harrison's Cave. ©
Harrison's Cave.
Bottom Bay ©
Bottom Bay

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