11 days in St. Thomas, St. Croix & St. John Itinerary

11 days in St. Thomas, St. Croix & St. John Itinerary

Created using Inspirock U.S. Virgin Islands trip itinerary maker

Make it your trip
Charlotte Amalie
— 3 nights
St. Croix
— 3 nights
Fly to Charlotte Amalie, Taxi to Red Hook, St Thomas, Ferry to Cruz Bay
Cruz Bay
— 4 nights
Ferry to Red Hook, St Thomas, Fly to Chicago O'Hare


Charlotte Amalie

— 3 nights

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.
Attractions like Magens Bay and Capt. Alvin Fishing Charters make great kid-friendly stops. Step out of the city life by going to Coki Point Beach and Bluebeard's Beach. Next up on the itinerary: kick back and relax at Morningstar Beach, stroll through Sapphire Beach, head outdoors with AquaAmys, and pause for some photo ops at Three Queens Statue.

To find more things to do, ratings, reviews, and tourist information, read our Charlotte Amalie trip planner.

Chicago, USA to Charlotte Amalie is an approximately 8-hour flight. The time zone difference moving from Central Standard Time (CST) to Atlantic Standard Time (AST) is 2 hours. Prepare for much warmer weather when traveling from Chicago in December: high temperatures in Charlotte Amalie hover around 85°F and lows are around 75°F. Finish your sightseeing early on the 23rd (Thu) to allow enough time to travel to St. Croix.

Things to do in Charlotte Amalie

Outdoors · Parks · Beaches · Wildlife

Side Trips

St. Croix

— 3 nights

Twin City

The largest of the U.S. Virgin Islands, St.
Kids will appreciate attractions like Sandy Point National Wildlife Refuge and Buck Island Reef National Monument. Your itinerary includes some good beach time at Shoy Beach and Davis Bay. Next up on the itinerary: get outside with Buck Island Charters, contemplate the long history of Fort Christiansvaern, and get to know the fascinating history of Estate Mount Washington Plantation.

To find out how to plan a trip to St. Croix, use our trip itinerary maker.

Getting from Charlotte Amalie to St. Croix by flight takes about 2.5 hours. Other options: ride a ferry. In December, daytime highs in St. Croix are 85°F, while nighttime lows are 74°F. Finish up your sightseeing early on the 26th (Sun) so you can travel to Cruz Bay.

Things to do in St. Croix

Parks · Outdoors · Beaches · Wildlife

Cruz Bay

— 4 nights

Love City

The gateway to the island of Saint John, Cruz Bay represents the island's largest town, port, and commercial center.
Visit Trunk Bay Beach and Jumbie Beach for some beach relaxation. Explore hidden gems such as Ram Head Trail and Salomon Beach. And it doesn't end there: enjoy the sand and surf at Oppenheimer Beach, explore the activities along Little Lameshur Bay, trek along Lind Point Trail, and stroll through Drunk Bay Trail.

For other places to visit, maps, more things to do, and tourist information, you can read our Cruz Bay road trip planning website.

Do a combination of flight, taxi, and ferry from St. Croix to Cruz Bay in 3 hours. Alternatively, you can ride a ferry. Expect a daytime high around 85°F in December, and nighttime lows around 75°F. Wrap up your sightseeing on the 30th (Thu) to allow time to travel back home.

Things to do in Cruz Bay

Parks · Outdoors · Beaches · Trails

Side Trips

St. Thomas travel guide

Beaches · Gift & Specialty Shops · Scuba & Snorkeling
Plan a trip to St. Thomas for a holiday full of duty-free shopping, relaxing, and sightseeing. Although the most commercialized of the U.S. Virgin Islands, St. Thomas is rich in culture and history. A popular cruise ship destination, the hilly island boasts idyllic beaches, upscale resorts, a lively nightlife, and a fine dining scene. Whether you're looking to visit churches and museums, laze on tropical beaches, or have an outdoor adventure, you won't run out of things to do on St. Thomas.

St. John travel guide

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.