59 days in U.S. Virgin Islands Itinerary

59 days in U.S. Virgin Islands Itinerary

Created using Inspirock U.S. Virgin Islands journey planner

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Fly to Charlotte Amalie, Ferry to Cruz Bay
1
Cruz Bay, St. John
— 13 nights
+2
Ferry to Red Hook, St Thomas, Fly to Christiansted, Drive to St. Croix
2
St. Croix
— 21 nights
Fly
3
Charlotte Amalie, St. Thomas
— 24 nights
Fly

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13
nights
Cruz Bay, St. John

Love City

The gateway to the island of Saint John, Cruz Bay represents the island's largest town, port, and commercial center.
Step out of Cruz Bay to go to Virgin Islands National Park and see Salt Pond Bay, which is approximately 38 minutes away. And it doesn't end there: enjoy the sand and surf at Trunk Bay Beach, tour the pleasant surroundings at Caneel Bay Beach, get interesting insight from Tours, and stop by Vibe Collection.

For reviews, traveler tips, more things to do, and tourist information, read our Cruz Bay trip builder site.

Chicago, USA to Cruz Bay is an approximately 9-hour combination of flight and ferry. The time zone difference moving from Central Standard Time (CST) to Atlantic Standard Time (AST) is 2 hours. Expect much warmer temperatures when traveling from Chicago in January; daily highs in Cruz Bay reach 84°F and lows reach 73°F. Finish up your sightseeing early on the 14th (Thu) so you can travel to St. Croix.

Things to do in Cruz Bay

Parks · Outdoors · Beaches · Trails

Side Trips

21
nights
St. Croix

Twin City

The largest of the U.S.
St. Croix is known for wildlife, beaches, and adventure. Your plan includes some of its best attractions: discover the deep blue sea with a scuba or snorkeling tour, steep yourself in history at Fort Christiansvaern, stroll through Rhythms at Rainbow Beach, and appreciate the history behind Point Udall.

For other places to visit, ratings, reviews, and other tourist information, use the St. Croix trip itinerary planning site.

Getting from Cruz Bay to St. Croix by combination of ferry, flight, and car takes about 3 hours. Other options: do a combination of ferry and flight; or ride a ferry. January in St. Croix sees daily highs of 84°F and lows of 72°F at night. Wrap up your sightseeing on the 4th (Thu) early enough to travel to Charlotte Amalie.

Things to do in St. Croix

Parks · Outdoors · Beaches · Historic Sites

24
nights
Charlotte Amalie, St. Thomas

Duty-free Capital of the World

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.
Step out of Charlotte Amalie with an excursion to Waterlemon Cay in Virgin Islands National Park--about 54 minutes away. There's lots more to do: tour the pleasant surroundings at Magens Bay, enjoy the sand and surf at Honeymoon Beach, take some stellar pictures from Mountain Top, and make a trip to Main Street.

To see photos, reviews, where to stay, and tourist information, read Charlotte Amalie route site.

You can fly from St. Croix to Charlotte Amalie in 2.5 hours. Other options are to do a combination of taxi and flight; or ride a ferry. February in Charlotte Amalie sees daily highs of 84°F and lows of 73°F at night. Finish up your sightseeing early on the 28th (Sun) so you can travel back home.

Things to do in Charlotte Amalie

Parks · Outdoors · Beaches · Historic Sites

Side Trips

U.S. Virgin Islands travel guide

4.4
Beaches · Gift & Specialty Shops · Scuba & Snorkeling
America's Paradise
Three main and a number of minor islands that make up U.S. Virgin Islands treat visitors to a blend of historical sites and picture-perfect beaches. Though officially American territory--nicknamed "America's Paradise"--these islands boast a mix of cultures that make for culturally enriching vacations. A no-passport-required status makes holidays in U.S. Virgin Islands extremely popular with American tourists, who flock to this tropical heaven to enjoy scenic beaches, outdoor activities, and tasty local food. The islands are also a duty-free shopping destination, which also makes them appealing to shopaholics from across the world.