24 days in Caribbean Itinerary

Created using Inspirock Caribbean vacation planner
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Make it your trip
Fly to Cyril E. King Airport, Drive to Cruz Bay
1
Cruz Bay, U.S. Virgin Islands
— 2 nights
Ferry
2
East End, U.S. Virgin Islands
— 2 nights
Drive
3
Charlotte Amalie, U.S. Virgin Islands
— 2 nights
Fly
4
St. Croix, U.S. Virgin Islands
— 2 nights
Fly
5
Nevis, St. Kitts and Nevis
— 1 night
Ferry
6
Basseterre, St. Kitts and Nevis
— 3 nights
Fly
7
English Harbour, Antigua and Barbuda
— 2 nights
Bus to West Bus Station, Ferry to Montserrat
8
Montserrat, Montserrat
— 2 nights
Fly
9
Shoal Bay Village, Anguilla
— 2 nights
+2
Ferry to St. Martin, Foot to Marigot, Saint Martin, Ferry to Gustavia
10
Gustavia, St. Barthelemy
— 2 nights
Ferry
11
The Bottom, Saba
— 1 night
+2
Drive to Juancho E. Yrausquin Airport, Fly to Princess Juliana International Airport, Drive to Grand Case
12
Grand Case, St. Maarten-St. Martin
— 2 nights
Drive to Princess Juliana International Airport, Fly to Newark

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Cruz Bay, U.S. Virgin Islands — 2 nights

Love City

The gateway to the island of Saint John, Cruz Bay represents the island's largest town, port, and commercial center.
On the 1st (Mon), look for gifts at Bamboo Studio and then kick back and relax at Trunk Bay Beach. Keep things going the next day: get a new perspective on things with Boat Tours & Water Sports, enjoy the sand and surf at Maho Bay Beach, and then see the interesting displays at Cinnamon Bay Archeology Museum & Lab.

To see more things to do, photos, ratings, and other tourist information, read our Cruz Bay trip maker.

Newark, USA to Cruz Bay is an approximately 9-hour combination of flight and car. The time zone difference moving from Eastern Standard Time to Atlantic Standard Time is 1 hour. Prepare for much hotter weather when traveling from Newark in April: high temperatures in Cruz Bay hover around 85°F and lows are around 76°F. Finish your sightseeing early on the 3rd (Wed) so you can ride a ferry to East End.
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Outdoors · Parks · Beaches · Tours
Side Trips

East End, U.S. Virgin Islands — 2 nights

St.
Kick off your visit on the 3rd (Wed): kick back and relax at Sapphire Beach, get to know the resident critters at Coral World Ocean Park, and then tour the pleasant surroundings at Coki Point Beach. On your second day here, kick back and relax at Lindqvist Beach, then look for all kinds of wild species at Wildlife Areas, and then relax and rejuvenate at Abounader Fitness USVI.

For ratings, where to stay, photos, and more tourist information, you can read our East End travel planning app.

You can ride a ferry from Cruz Bay to East End in an hour. In April in East End, expect temperatures between 85°F during the day and 76°F at night. Finish up your sightseeing early on the 5th (Fri) so you can go by car to Charlotte Amalie.
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Outdoors · Parks · Beaches · Tours

Charlotte Amalie, U.S. Virgin Islands — 2 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.
Start off your visit on the 5th (Fri): don't miss a visit to St. Thomas Synagogue, then take a tour by water with Boat Tours & Water Sports, and then kick back and relax at Magens Bay. Here are some ideas for day two: take some stellar pictures from Mountain Top, then stop by Diamonds International St. Thomas, and then don't miss a visit to Main Street.

To find ratings, more things to do, traveler tips, and other tourist information, read our Charlotte Amalie travel planner.

Charlotte Amalie is very close to East End. In April, daytime highs in Charlotte Amalie are 85°F, while nighttime lows are 76°F. Finish your sightseeing early on the 7th (Sun) to allow enough time to fly to St. Croix.
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Outdoors · Parks · Beaches · Tours
Side Trips

St. Croix, U.S. Virgin Islands — 2 nights

Twin City

The largest of the U.S. Virgin Islands, St.
Start off your visit on the 7th (Sun): view the masterpieces at Many Hands Gallery, look for all kinds of wild species at St. Croix Ultimate Bluewater Adventures (SCUBA), Inc., then stroll through Sandy Point National Wildlife Refuge, and finally see the interesting displays at Estate Whim Museum. On the 8th (Mon), you'll have a packed day of sightseeing: see the vivid underwater world at Buck Island Reef National Monument, steep yourself in history at Fort Christiansvaern, then look for gifts at Crucian Gold, and finally take a memorable tour with Tours.

For reviews, where to stay, traveler tips, and tourist information, read St. Croix trip itinerary app.

Traveling by flight from Charlotte Amalie to St. Croix takes 2.5 hours. Alternatively, you can ride a ferry. Expect a daytime high around 86°F in April, and nighttime lows around 74°F. Finish your sightseeing early on the 9th (Tue) to allow enough time to fly to Nevis.
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Wildlife · Parks · Tours · Outdoors

Nevis, St. Kitts and Nevis — 1 night

An old British colony that only gained its independence in the 1980s, Nevis remains one of the world's least-spoiled holiday spots.
On the 9th (Tue), take an in-depth tour of Alexander Hamilton House and then enjoy the sand and surf at Pinney's Beach.

For traveler tips, reviews, where to stay, and other tourist information, use the Nevis trip planner.

Fly from St. Croix to Nevis in 6.5 hours. In April in Nevis, expect temperatures between 85°F during the day and 77°F at night. Wrap up your sightseeing on the 10th (Wed) early enough to ride a ferry to Basseterre.
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Parks · Beaches · Outdoors · Museums

Basseterre, St. Kitts and Nevis — 3 nights

On the 11th (Thu), you'll have a packed day of sightseeing: tour the pleasant surroundings at Cockleshell Beach, then head outdoors with Frigate Bay, and then get up close to creatures of the deep with a dolphin and whale watching tour.

To find other places to visit, traveler tips, maps, and more tourist information, go to the Basseterre trip planner.

Getting from Nevis to Basseterre by ferry takes about an hour. Other options: fly. Expect a daytime high around 85°F in April, and nighttime lows around 74°F. Wrap up your sightseeing on the 13th (Sat) to allow time to fly to English Harbour.
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Parks · Outdoors · Wildlife · Nature
Side Trip

English Harbour, Antigua and Barbuda — 2 nights

On the 13th (Sat), explore the striking landscape of Nelson's Dockyard. Get ready for a full day of sightseeing on the next day: take in the dramatic natural features at Devil's Bridge, then see some colorful creatures with Stingray City, and then take some stellar pictures from Shirley Heights.

To find ratings, traveler tips, other places to visit, and tourist information, refer to the English Harbour day trip planner.

You can fly from Basseterre to English Harbour in 2.5 hours. Expect a daytime high around 84°F in April, and nighttime lows around 74°F. Cap off your sightseeing on the 15th (Mon) early enough to travel to Montserrat.
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Nature · Parks · Historic Sites · Tours
Side Trips

Montserrat, Montserrat — 2 nights

Emerald Isle of the Caribbean

The Caribbean island of Montserrat can divide its history into two main parts: before 18th July 1995, and after.
Start off your visit on the 15th (Mon): take in panoramic vistas at Montserrat Volcano Observatory, then stroll through Woodlands Beach, and then kick back and relax at Rendezvous Beach. Here are some ideas for day two: get impressive views of Soufriere Hills Volcano and then enjoy breathtaking views from Jack Boy Hill Viewing Facility.

To find where to stay, more things to do, maps, and more tourist information, you can read our Montserrat online trip maker.

Traveling by combination of bus and ferry from English Harbour to Montserrat takes 3 hours. Wrap up your sightseeing on the 17th (Wed) early enough to fly to Shoal Bay Village.
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Parks · Childrens Museums · Museums · Beaches

Shoal Bay Village, Anguilla — 2 nights

Explore the numerous day-trip ideas around Shoal Bay Village: Dolphin Discovery Anguilla (in Blowing Point) and Maundays Bay (in West End Village).

To find where to stay, other places to visit, ratings, and more tourist information, go to the Shoal Bay Village tour itinerary app.

Traveling by flight from Montserrat to Shoal Bay Village takes 4 hours. Expect a daytime high around 85°F in April, and nighttime lows around 75°F. Finish your sightseeing early on the 19th (Fri) to allow enough time to travel to Gustavia.
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Parks · Outdoors · Beaches · Nature
Side Trips

Gustavia, St. Barthelemy — 2 nights

Start off your visit on the 20th (Sat): stroll through Colombier Beach, then tour the pleasant surroundings at Anse de Grande Saline, then stroll through Anse du Gouverneur, and finally kick back and relax at Shell Beach. On the 21st (Sun), you'll have a packed day of sightseeing: enjoy the sand and surf at St. Jean Beach and then discover the deep blue sea with a scuba or snorkeling tour.

For other places to visit, maps, reviews, and tourist information, read our Gustavia road trip website.

You can ride a ferry from Shoal Bay Village to Gustavia in 3 hours. Alternatively, you can do a combination of taxi and ferry; or do a combination of flight, car, and ferry; or do a combination of taxi, ferry, shuttle, and flight. Wrap up your sightseeing on the 21st (Sun) early enough to ride a ferry to The Bottom.
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Outdoors · Parks · Beaches · Tours
Side Trips

The Bottom, Saba — 1 night

On the 22nd (Mon), take your sightseeing to a higher altitude at Mount Scenery, browse the exhibits of Dutch Museum Saba, and then contemplate the waterfront views at Ladder Bay.

For maps, ratings, reviews, and tourist information, use the The Bottom travel itinerary planner.

Getting from Gustavia to The Bottom by ferry takes about 3.5 hours. Other options: fly. In April, daytime highs in The Bottom are 83°F, while nighttime lows are 75°F. Finish your sightseeing early on the 22nd (Mon) so you can travel to Grand Case.
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Nature · Parks · Museums
Side Trip

Grand Case, St. Maarten-St. Martin — 2 nights

On the 23rd (Tue), see some colorful creatures with a scuba or snorkeling tour, then soothe aching muscles at some of the top local wellness centers, and then stroll through Orient Bay Beach. Get ready for a full day of sightseeing on the next day: tour the pleasant surroundings at Mullet Bay Beach, enjoy the sand and surf at Maho Beach, and then get some thrills out on the water with Wake N'Glisse.

To see maps, where to stay, traveler tips, and other tourist information, read our Grand Case driving holiday planner.

Explore your travel options from The Bottom to Grand Case with the Route module. In April, daytime highs in Grand Case are 85°F, while nighttime lows are 75°F. Wrap up your sightseeing on the 24th (Wed) early enough to travel back home.
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Outdoors · Parks · Beaches · Tours
Side Trips

U.S. Virgin Islands travel guide

4.5
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.
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St. Thomas travel guide

4.3
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.
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St. Kitts and Nevis travel guide

4.1
Beaches · Shopping · Scuba & Snorkeling
A trip to St. Kitts and Nevis takes you to the smallest country in the Americas. Although diminutive in size, the two Caribbean islands offer a distinct tropical experience to visitors. Rich in history, the islands feature forested hills, tranquil beaches, charming villages, and restored sugar plantations. On a tour of St. Kitts and Nevis you can visit historic forts and quaint colonial towns, lounge on picturesque stretches of sand, or enjoy hiking the dormant Mount Liamuiga, the islands' highest peak.
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Antigua and Barbuda travel guide

4.3
Scuba & Snorkeling · Beaches · Lookouts
Escape civilization with a holiday in Antigua and Barbuda, a beachgoer's paradise. The shorelines of the two islands are dotted with many beaches, from long stretches of sand to tiny coves and picturesque lagoons. While the larger Antigua houses its fair share of high-end resorts and contains the country capital of St. John's, Barbuda is remarkably undeveloped, boasting swathes of pink sand where you can go for hours without seeing a single person.
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Anguilla travel guide

4.1
Nature & Parks · Islands · Swim with Dolphins
A peaceful set of islands with a pristine, bespoke tourism infrastructure, Anguilla offers a restful vacation for beach-lovers, honeymooners, and diving enthusiasts. A scattering of historic attractions in Anguilla stand as testament to the native and colonial histories of the set of paradisal islands, but the focus here lies much more on coastlines rather than timelines. The beaches of Anguilla remain relatively untouched, allowing the scenery to speak for itself. However, this is no back-to-basics place, with whatever tourist developments there are being made to luxury standards, and priced accordingly.
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