18 days in Caribbean & United States Itinerary

18 days in Caribbean & United States Itinerary

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Route & dates

18 days in Caribbean & United States Itinerary

Start: Vitoria, Brazil
Fly:  18​h
1
Philipsburg, St. Maarten-St. Martin
— 3 nights
Fly + bus:  2​h
2
Road Town, British Virgin Islands
— 2 nights
ferry:  1​h
3
Virgin Gorda, British Virgin Islands
— Few hours
ferry:  1​h
4
Road Town, British Virgin Islands
— 1 night
ferry:  2​h
5
Charlotte Amalie, U.S. Virgin Islands
— 2 nights
Drive + ferry:  30​min
6
Cruz Bay, U.S. Virgin Islands
— Few hours
ferry + Drive:  30​min
7
Charlotte Amalie, U.S. Virgin Islands
— 1 night
Fly + Drive:  1​h
8
St. Croix, U.S. Virgin Islands
— 3 nights
Fly:  4​h 30​min
9
Miami, United States
— 1 night
Drive:  2​h 15​min
10
Naples, United States
— 2 nights
Drive:  2​h 15​min
11
Miami, United States
— Few hours
Fly:  15​h
End: Vitoria, Brazil

3
nights
Philipsburg, St. Maarten-St. Martin

Philipsburg ©
Take a trip to Philipsburg, the capital of Sint Maarten, and enjoy dynamic nightlife and great shopping.
Your list of things to see and do now includes Marina Port La Royale, Cupecoy Bay Beach, Frontstreet, and other attractions. Step out of the city life by going to Orient Bay Beach and Mullet Bay. There's more to do: enjoy the sand and surf at Maho Beach.

To find where to stay, more things to do, maps, and other tourist information, read Philipsburg day trip website .

Vitoria, Brazil to Philipsburg is an approximately 24-hour flight. Due to the time zone difference, you'll gain 1 hour traveling from Vitoria to Philipsburg. Traveling from Vitoria in June, expect Philipsburg to be a bit warmer, temps between 35°C and 30°C. On the 5th (Tue), you'll travel to Road Town.

Things to do in Philipsburg

#Outdoors, #Parks, #Beaches

Side Trips

Saint-Martin, Sint Maarten, Simpson Bay, Le Galion Beach, Cupecoy Bay Beach
Find places to stay Jun 2 — 5:
Highlights from your plan
Orient Bay Beach ©
Orient Bay Beach
Maho Beach ©
Maho Beach
Mullet Bay ©
Mullet Bay

2
nights
Road Town, British Virgin Islands

Road Town ©
Road Town, located on Tortola, is the capital of the British Virgin Islands. Your day-by-day itinerary now includes Apple Bay, Frenchman's Cay and Soper's Hole. Kick off your visit on the 5th (Tue): explore the activities along Apple Bay and then head off the coast to Frenchman's Cay. On the next day, go for a stroll along the water at Soper's Hole, then explore the gorgeous colors at Smuggler's Cove, then explore the activities along Cane Garden Bay, and finally contemplate the waterfront views at Josiah's Bay.

For other places to visit, more things to do, ratings, and more tourist information, go to the Road Town trip itinerary maker tool .

Getting from Philipsburg to Road Town by combination of flight and bus takes about 2.5 hours. Other options: do a combination of flight and ferry. June in Road Town sees daily highs of 36°C and lows of 31°C at night. Cap off your sightseeing on the 7th (Thu) early enough to catch the ferry to Virgin Gorda.

Things to do in Road Town

#Parks, #Nature, #Beaches

Side Trips

Tortola, Soper's Hole
Find places to stay Jun 5 — 7:
Highlights from your plan
Cane Garden Bay ©
Cane Garden Bay
Smuggler's Cove ©
Smuggler's Cove
Josiah's Bay ©
Josiah's Bay

few
hours
Virgin Gorda, British Virgin Islands

Virgin Gorda ©
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've now added Devil's Bay National Park to your itinerary.

To find maps, photos, other places to visit, and more tourist information, go to the Virgin Gorda road trip tool .

Getting from Road Town to Virgin Gorda by ferry takes about an hour. Other options: do a combination of bus, flight, and car. In June in Virgin Gorda, expect temperatures between 36°C during the day and 31°C at night. On the 7th (Thu), you'll have the morning to explore before heading off to Road Town.

Things to do in Virgin Gorda

#Parks, #Nature
Find places to stay Jun 7 — 8:
Highlights from your plan
Devil's Bay National Park ©
Devil's Bay National Park

1
night
Road Town, British Virgin Islands

Road Town ©
Your day-by-day itinerary now includes Callwood Distillery, Sunny Caribbee Spice Shop & Art Gallery and Sage Mountain National Park.

For photos, traveler tips, where to stay, and more tourist information, read our Road Town travel route planning app .

You can ride a ferry from Virgin Gorda to Road Town in an hour. Another option is to do a combination of car, flight, and bus. You'll have a few hours on the 8th (Fri) to wrap things up before traveling to Charlotte Amalie.

Things to do in Road Town

#Parks, #Nature, #Historic Sites

Side Trip

Tortola
Find places to stay Jun 7 — 8:
Highlights from your plan
Sage Mountain National Park ©
Sage Mountain National Park
Callwood Distillery ©
Callwood Distillery

2
nights
Charlotte Amalie, U.S. Virgin Islands

Charlotte Amalie ©
One of the most visited cruise ship destinations in the Caribbean, the town of Charlotte Amalie is known around the world for its duty-free jewelry, perfume, and liquor shops.
To see more things to do, maps, and tourist information, you can read our Charlotte Amalie route maker website .

You can ride a ferry from Road Town to Charlotte Amalie in 1.5 hours. Other options are to do a combination of bus and flight; or do a combination of ferry and flight. In June in Charlotte Amalie, expect temperatures between 37°C during the day and 30°C at night. Wrap up your sightseeing on the 10th (Sun) early enough to travel to Cruz Bay.

Things to do in Charlotte Amalie

#Parks, #Beaches, #Outdoors

Side Trips

Magens Bay, Sapphire Beach, Coki Point Beach
Find places to stay Jun 8 — 10:
Highlights from your plan
Magens Bay ©
Magens Bay
Coki Point Beach ©
Coki Point Beach
Sapphire Beach ©
Sapphire Beach

few
hours
Cruz Bay, U.S. Virgin Islands

Cruz Bay ©
The gateway to the island of Saint John, Cruz Bay represents the island's largest town, port, and commercial center.
Your list of things to see and do now includes Mongoose Junction, Trunk Bay, Cinnamon Bay Beach, and other attractions. Kick off your visit on the 10th (Sun): stop by Mongoose Junction, kick back and relax at Trunk Bay, kick back and relax at Cinnamon Bay Beach, kick back and relax at Maho Beach, then make a trip to Annaberg Sugar Plantation, and finally wander the streets of Coral Bay.

To see traveler tips, ratings, other places to visit, and tourist information, you can read our Cruz Bay road trip planner.

Do a combination of car and ferry from Charlotte Amalie to Cruz Bay in an hour. Alternatively, you can ride a ferry. June in Cruz Bay sees daily highs of 37°C and lows of 30°C at night. Finish up your sightseeing early on the 10th (Sun) so you can travel to Charlotte Amalie.

Things to do in Cruz Bay

#Parks, #Beaches, #Outdoors

Side Trips

Virgin Islands National Park, St. John
Find places to stay Jun 10 — 11:
Highlights from your plan
Trunk Bay ©
Trunk Bay
Maho Beach ©
Maho Beach
Cinnamon Bay Beach ©
Cinnamon Bay Beach

1
night
Charlotte Amalie, U.S. Virgin Islands

Charlotte Amalie ©
Your day-by-day itinerary now includes Market Square as well as Skyride to Paradise Point.

Take the guesswork out of planning a Charlotte Amalie vacation by using our trip itinerary maker.

Getting from Cruz Bay to Charlotte Amalie by combination of ferry and car takes about an hour. Other options: ride a ferry. Wrap up your sightseeing on the 11th (Mon) early enough to travel to St. Croix.

Things to do in Charlotte Amalie

#Historic Sites, #Transportation, #Shopping

Side Trip

Skyride to Paradise Point
Find places to stay Jun 10 — 11:
Highlights from your plan
99 Steps ©
99 Steps
Market Square ©
Market Square
Skyride to Paradise Point ©
Skyride to Paradise Point

3
nights
St. Croix, U.S. Virgin Islands

St. Croix ©
The largest of the U.S.
Davis Bay has been added to your itinerary. On the 12th (Tue), you'll have a packed day of sightseeing: explore the gorgeous colors at Buck Island Reef National Monument and then enjoy the sand and surf at Rhythms at Rainbow Beach.

To see where to stay, other places to visit, more things to do, and more tourist information, you can read our St. Croix travel itinerary planner .

You can do a combination of flight and car from Charlotte Amalie to St. Croix in an hour. Other options are to do a combination of car and flight; or ride a ferry. In June in St. Croix, expect temperatures between 37°C during the day and 29°C at night. Finish up your sightseeing early on the 14th (Thu) so you can travel to Miami.

Things to do in St. Croix

#Parks, #Nature, #Wildlife
Find places to stay Jun 11 — 14:
Highlights from your plan
Buck Island Reef National Monument ©
Cane Bay ©
Cane Bay
Sandy Point National Wildlife Refuge ©

1
night
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.
Your day-by-day itinerary now includes Sawgrass Mills as well as Fort Lauderdale Beach. Kick off your visit on the 14th (Thu): stroll through Fort Lauderdale Beach and then buy something for everyone on your list at Sawgrass Mills.

To see more things to do, where to stay, ratings, and other tourist information, read Miami road trip planner .

The Route module can help you plan travel from St. Croix to Miami. Traveling from St. Croix to Miami, you'll gain 1 hour due to the time zone difference. In June, daytime highs in Miami are 37°C, while nighttime lows are 29°C. Finish your sightseeing early on the 15th (Fri) so you can drive to Naples.

Things to do in Miami

#Shopping, #Parks, #Beaches

Side Trips

Fort Lauderdale Beach, Sawgrass Mills
Find places to stay Jun 14 — 15:
Highlights from your plan
Sawgrass Mills ©
Sawgrass Mills
Fort Lauderdale Beach ©
Fort Lauderdale Beach

2
nights
Naples, United States

Naples ©
Naples is a city in Collier County, Florida, United States. Your day-by-day itinerary now includes Mercato, Tin City and Crayton Cove, Naples. Kick off your visit on the 15th (Fri): look for gifts at Mercato, make a trip to Waterside Shops, and then take a stroll through Fifth Avenue South. Here are some ideas for day two: buy something for everyone on your list at Tin City, get a taste of the local shopping with Third Street South, then take in the waterfront at Naples Pier, and finally make a trip to Crayton Cove, Naples.

For maps, where to stay, traveler tips, and more tourist information, go to the Naples attractions planner.

Traveling by car from Miami to Naples takes 2.5 hours. Alternatively, you can take a bus. In June, daily temperatures in Naples can reach 37°C, while at night they dip to 28°C. Finish your sightseeing early on the 17th (Sun) so you can drive to Miami.

Things to do in Naples

#Shopping, #Neighborhoods
Find places to stay Jun 15 — 17:
Highlights from your plan
Mercato ©
Mercato
Waterside Shops ©
Waterside Shops
Tin City ©
Tin City

few
hours
Miami, United States

Miami ©
Your day-by-day itinerary now includes Dolphin Mall as well as Lincoln Road. Kick off your visit on the 17th (Sun): wander the streets of Lincoln Road and then browse the different shops at Dolphin Mall.

To see where to stay, ratings, and more tourist information, read our Miami day trip planning site .

You can drive from Naples to Miami in 2.5 hours. Another option is to take a bus. Cap off your sightseeing on the 17th (Sun) early enough to travel back home.

Things to do in Miami

#Shopping, #Historic Sites, #Neighborhoods

Side Trip

Lincoln Road
Find places to stay Jun 17 — 18:
Highlights from your plan
Lincoln Road ©
Lincoln Road
Dolphin Mall ©
Dolphin Mall

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