24 days in Caribbean Itinerary

Created using Inspirock Caribbean trip builder
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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 21st (Mon), look for gifts at Bamboo Studio and then enjoy the sand and surf at Trunk Bay Beach. Get ready for a full day of sightseeing on the 22nd (Tue): take a tour by water with Boat Tours & Water Sports, then enjoy the sand and surf at Maho Bay Beach, and then examine the collection at Cinnamon Bay Archeology Museum & Lab.

To see photos, other places to visit, ratings, and tourist information, refer to the Cruz Bay trip itinerary planner.

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 November: high temperatures in Cruz Bay hover around 86°F and lows are around 76°F. Finish your sightseeing early on the 23rd (Wed) to allow enough time to ride a ferry to East End.
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Outdoors · Beaches · Parks · Tours
Side Trips
Find places to stay Nov 21 — 23:

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

St.
On the 23rd (Wed), kick back and relax at Sapphire Beach, then get to know the resident critters at Coral World Ocean Park, and then enjoy the sand and surf at Coki Point Beach. Keep things going the next day: enjoy the sand and surf at Lindqvist Beach, then discover the deep blue sea with a scuba or snorkeling tour, and then relax and rejuvenate at Abounader Fitness USVI.

To find maps, more things to do, where to stay, and tourist information, go to the East End online vacation maker.

Traveling by ferry from Cruz Bay to East End takes an hour. Expect a daytime high around 86°F in November, and nighttime lows around 76°F. Finish up your sightseeing early on the 25th (Fri) so you can go by car to Charlotte Amalie.
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Outdoors · Parks · Beaches · Tours
Find places to stay Nov 23 — 25:

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.
Kick off your visit on the 25th (Fri): make a trip to St. Thomas Synagogue, then get a new perspective on things with Boat Tours & Water Sports, and then tour the pleasant surroundings at Magens Bay. On the 26th (Sat), you'll have a packed day of sightseeing: get great views at Mountain Top, then look for gifts at Diamonds International St. Thomas, and then make a trip to Main Street.

To see traveler tips, maps, and more tourist information, read Charlotte Amalie travel planner.

Charlotte Amalie is very close to East End. In November, plan for daily highs up to 86°F, and evening lows to 76°F. Finish up your sightseeing early on the 27th (Sun) so you can catch the flight to St. Croix.
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Side Trips
Find places to stay Nov 25 — 27:

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

Twin City

The largest of the U.S. Virgin Islands, St.
Kick off your visit on the 27th (Sun): take in the exciting artwork at Many Hands Gallery, then see some colorful creatures with 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 your second day here, tour the pleasant surroundings at Buck Island Reef National Monument, then contemplate the long history of Fort Christiansvaern, then look for gifts at Crucian Gold, and finally take a memorable tour with Tours.

To see traveler tips, where to stay, more things to do, and other tourist information, refer to the St. Croix vacation planner.

Traveling by flight from Charlotte Amalie to St. Croix takes 2.5 hours. Alternatively, you can ride a ferry. In November in St. Croix, expect temperatures between 87°F during the day and 75°F at night. Cap off your sightseeing on the 29th (Tue) early enough to catch the flight to Nevis.
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Wildlife · Parks · Tours · Outdoors
Find places to stay Nov 27 — 29:

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.
Kick off your visit on the 29th (Tue): get engrossed in the history at Alexander Hamilton House and then enjoy the sand and surf at Pinney's Beach.

For other places to visit, reviews, where to stay, and other tourist information, you can read our Nevis planner.

Getting from St. Croix to Nevis by flight takes about 6.5 hours. In November, daytime highs in Nevis are 86°F, while nighttime lows are 78°F. Finish up your sightseeing early on the 30th (Wed) so you can catch the ferry to Basseterre.
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Beaches · Parks · Outdoors · Historic Sites
Find places to stay Nov 29 — 30:

Basseterre, St. Kitts and Nevis — 3 nights

Here are some ideas for day two: enjoy the sand and surf at Cockleshell Beach, head outdoors with Frigate Bay, and then get up close to creatures of the deep with a dolphin and whale watching tour.

For reviews, more things to do, ratings, and more tourist information, read Basseterre online trip planner.

You can ride a ferry from Nevis to Basseterre in an hour. Another option is to fly. In November, plan for daily highs up to 87°F, and evening lows to 76°F. Finish up your sightseeing early on the 3rd (Sat) so you can catch the flight to English Harbour.
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Parks · Wildlife · Outdoors · Nature
Side Trip
Find places to stay Nov 30 — Dec 3:

English Harbour, Antigua and Barbuda — 2 nights

On the 3rd (Sat), explore the striking landscape of Nelson's Dockyard. Get ready for a full day of sightseeing on the 4th (Sun): explore the striking landscape at Devil's Bridge, then see some colorful creatures with Stingray City, and then contemplate the long history of Shirley Heights.

For reviews, where to stay, and more tourist information, use the English Harbour day trip app.

Getting from Basseterre to English Harbour by flight takes about 2.5 hours. Expect a daytime high around 83°F in December, and nighttime lows around 74°F. Finish your sightseeing early on the 5th (Mon) so you can travel to Montserrat.
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Nature · Parks · Historic Sites · Tours
Side Trips
Find places to stay Dec 3 — 5:

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.
Kick off your visit on the 5th (Mon): enjoy breathtaking views from Montserrat Volcano Observatory, then tour the pleasant surroundings at Woodlands Beach, and then kick back and relax at Rendezvous Beach. On the next day, get impressive views of Soufriere Hills Volcano and then enjoy breathtaking views from Jack Boy Hill Viewing Facility.

For maps, ratings, photos, and more tourist information, refer to the Montserrat online journey builder.

Do a combination of bus and ferry from English Harbour to Montserrat in 3 hours. Finish up your sightseeing early on the 7th (Wed) so you can catch the flight to Shoal Bay Village.
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Parks · Childrens Museums · Museums · Beaches
Find places to stay Dec 5 — 7:

Shoal Bay Village, Anguilla — 2 nights

Explore Shoal Bay Village's surroundings by going to Maundays Bay (in West End Village) and Dolphin Discovery Anguilla (in Blowing Point).

To find more things to do, photos, traveler tips, and more tourist information, read our Shoal Bay Village road trip app.

You can fly from Montserrat to Shoal Bay Village in 4 hours. In December, daily temperatures in Shoal Bay Village can reach 85°F, while at night they dip to 73°F. Wrap up your sightseeing on the 9th (Fri) early enough to travel to Gustavia.
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Side Trips
Find places to stay Dec 7 — 9:

Gustavia, St. Barthelemy — 2 nights

Start off your visit on the 10th (Sat): tour the pleasant surroundings at Colombier Beach, then tour the pleasant surroundings at Anse de Grande Saline, then tour the pleasant surroundings at Anse du Gouverneur, and finally stroll through Shell Beach. Here are some ideas for day two: tour the pleasant surroundings at St. Jean Beach and then see some colorful creatures with a scuba or snorkeling tour.

To see maps, traveler tips, ratings, and more tourist information, refer to the Gustavia trip maker site.

You can ride a ferry from Shoal Bay Village to Gustavia in 3 hours. Other options are to 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 11th (Sun) early enough to ride a ferry to The Bottom.
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Find places to stay Dec 9 — 11:

The Bottom, Saba — 1 night

On the 12th (Mon), take your sightseeing to a higher altitude at Mount Scenery, then explore the galleries of Dutch Museum Saba, and then explore the activities along Ladder Bay.

To see other places to visit, traveler tips, ratings, and tourist information, you can read our The Bottom visit planning tool.

You can ride a ferry from Gustavia to The Bottom in 3.5 hours. Another option is to fly. In December in The Bottom, expect temperatures between 73°F during the day and 70°F at night. Wrap up your sightseeing on the 12th (Mon) to allow time to travel to Grand Case.
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Nature · Parks · Museums
Side Trip
Find places to stay Dec 11 — 12:

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

Kick off your visit on the 13th (Tue): identify plant and animal life at Wildlife Areas, soothe aching muscles at some of the top local wellness centers, and then stroll through Orient Bay Beach. On your second day here, tour the pleasant surroundings at Mullet Bay Beach, stroll through Maho Beach, and then get some thrills out on the water with Wake N'Glisse.

Find out how to plan Grand Case trip without stress by asking Inspirock to help create an itinerary.

The Route module can help you plan travel from The Bottom to Grand Case. Expect a bit warmer weather when traveling from The Bottom in December: highs in Grand Case hover around 85°F, while lows dip to 73°F. Wrap up your sightseeing on the 14th (Wed) to allow time to travel back home.
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Outdoors · Beaches · Parks · Tours
Side Trips
Find places to stay Dec 12 — 14:

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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