21 days in Caribbean Itinerary

21 days in Caribbean Itinerary

Created using Inspirock Caribbean visit planner

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Route & dates

21 days in Caribbean Itinerary

Start: Mumbai, India
Fly:  23​h 45​min
1
Culebra, Puerto Rico
— 3 nights
Fly + Drive:  2​h 15​min
2
Isla de Vieques, Puerto Rico
— 4 nights
Fly:  2​h 15​min
3
Charlotte Amalie, U.S. Virgin Islands
— 4 nights
Fly:  1​h 30​min
4
Philipsburg, St. Maarten-St. Martin
— 3 nights
Fly:  4​h
5
Oranjestad, Aruba
— 2 nights
Fly:  6​h
6
Seven Mile Beach, Cayman Islands
— 3 nights
Fly:  25​h
End: Mumbai, India

3
nights
Culebra, Puerto Rico

Culebra ©
With much of Culebra a nature refuge, the tropical island has been protected from overdevelopment, chain hotels, and the cruise set.
Get outdoors at Flamenco Beach and Culebrita Island. You'll get in some beach time at Zoni Beach and Carlos Rosario Beach. There's lots more to do: look for gifts at Zinkowski Art Studio, browse the collection at Culebra Public Library, tour the pleasant surroundings at Playa Punta Soldado Beach, and enjoy the sea views from Culebrita Lighthouse.

For ratings, more things to do, photos, and tourist information, read our Culebra trip itinerary planner.

Mumbai, India to Culebra is an approximately 24-hour flight. You can also do a combination of flight, shuttle, and ferry; or do a combination of flight and ferry. The time zone changes from India Standard Time (IST) to Atlantic Standard Time (AST), which is usually a -9 hour difference. When traveling from Mumbai in May, plan for little chillier days and about the same nights in Culebra: temperatures range from 36°C by day to 29°C at night. Wrap up your sightseeing on the 10th (Sun) early enough to travel to Isla de Vieques.

Things to do in Culebra

Parks Beaches Outdoors
Highlights from your plan
Flamenco Beach ©
Flamenco Beach
Zoni Beach ©
Zoni Beach
Tamarindo Beach ©
Tamarindo Beach

4
nights
Isla de Vieques, Puerto Rico

Isla de Vieques ©
For sixty years until 2003, most of the Isla de Vieques was closed off to the public, with the US Navy using the island's beaches and surrounding waters for drills and testing of new military machinery, such as bombs.
Siddhia Hutchinson Fine Art Gallery and Gallery Galleon are good opportunities to explore the local culture. Shop till you drop at Fish Market and Isla Vida. There's still lots to do: explore the activities along Sun Bay Beach, enjoy the sand and surf at La Chiva, find your balance on the water with some of the best stand-up paddleboarding in the area, and stroll through Media Luna Beach.

To see ratings, traveler tips, more things to do, and other tourist information, read our Isla de Vieques tour itinerary planner.

Do a combination of flight and car from Culebra to Isla de Vieques in 2.5 hours. Alternatively, you can ride a ferry. In May, daily temperatures in Isla de Vieques can reach 34°C, while at night they dip to 28°C. Finish your sightseeing early on the 14th (Thu) so you can travel to Charlotte Amalie.

Things to do in Isla de Vieques

Outdoors Parks Beaches
Highlights from your plan
Sun Bay Beach ©
Sun Bay Beach
La Chiva ©
La Chiva
Stand-Up Paddleboarding

4
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.
You'll get in some beach time at Magens Bay and Scott Bay Beach. Get a sense of the local culture at Annaberg Sugar Plantation and Cinnamon Bay Nature Trail. Get out of town with these interesting Charlotte Amalie side-trips: Virgin Islands National Park (Leinster Bay & Trunk Bay) and Scuba & Snorkeling (in Cruz Bay). There's still lots to do: look for gifts at Cardow Jewelers and kick back and relax at Coki Point Beach.

Plan a Charlotte Amalie trip in moments using our itinerary builder.

You can fly from Isla de Vieques to Charlotte Amalie in 2.5 hours. In May, plan for daily highs up to 36°C, and evening lows to 29°C. Finish your sightseeing early on the 18th (Mon) so you can travel to Philipsburg.

Things to do in Charlotte Amalie

Outdoors Parks Beaches

Side Trips

Virgin Islands National Park, Magens Bay, Coki Point Beach, Scott Bay Beach, Scuba & Snorkeling
Highlights from your plan
Magens Bay ©
Magens Bay
Trunk Bay ©
Trunk Bay
Coki Point Beach ©
Coki Point Beach

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.
Get some cultural insight at Minguet Art Gallery and Gingerbread Gallery. We've included these beaches for you: Maho Beach and Dawn Beach. There's much more to do: stop by Joe's Jewelry, look for all kinds of wild species at Parotte Ville Bird Sanctuary, enjoy the sand and surf at Cupecoy Bay Beach, and stroll through Mullet Bay Beach.

To see photos, reviews, more things to do, and other tourist information, read Philipsburg trip itinerary planner .

Traveling by flight from Charlotte Amalie to Philipsburg takes 1.5 hours. Alternatively, you can do a combination of flight and ferry. May in Philipsburg sees daily highs of 34°C and lows of 29°C at night. Finish up your sightseeing early on the 21st (Thu) so you can travel to Oranjestad.

Things to do in Philipsburg

Outdoors Parks Beaches

Side Trips

Saint-Martin, Sint Maarten, Orient Bay Beach, Scuba & Snorkeling, Cupecoy Bay Beach
Highlights from your plan
Maho Beach ©
Maho Beach
Orient Bay Beach ©
Orient Bay Beach
Scuba & Snorkeling

2
nights
Oranjestad, Aruba

Oranjestad ©
When vacationing on Aruba, don't miss taking a tour of Oranjestad, the capital of the small Caribbean island.
On the 22nd (Fri), kick back and relax at Eagle Beach and then stop by Kay's Fine Jewelry. Keep things going the next day: explore the wealth of natural beauty at Arikok National Park and then explore the gorgeous colors at Baby Beach.

To find where to stay, more things to do, maps, and more tourist information, refer to the Oranjestad trip planner.

Traveling by flight from Philipsburg to Oranjestad takes 4 hours. In May in Oranjestad, expect temperatures between 38°C during the day and 31°C at night. Wrap up your sightseeing on the 23rd (Sat) to allow time to travel to Seven Mile Beach.

Things to do in Oranjestad

Parks Beaches Outdoors

Side Trips

Baby Beach, Arikok National Park, Eagle Beach
Highlights from your plan
Eagle Beach ©
Eagle Beach
Baby Beach ©
Baby Beach
Arikok National Park ©
Arikok National Park

3
nights
Seven Mile Beach, Cayman Islands

Kick off your visit on the 24th (Sun): see some colorful creatures with a scuba or snorkeling tour, then identify plant and animal life at Stingray City Grand Cayman, and then take in nature's colorful creations at Davinoff's Concrete Sculpture Garden. On the 25th (Mon), you'll have a packed day of sightseeing: try out the rides at Cayman Turtle Centre: Island Wildlife Encounter, then make a trip to Hell Gift Store, and then enjoy the sand and surf at Seven Mile Beach.

To see maps, other places to visit, more things to do, and other tourist information, read Seven Mile Beach trip tool .

Getting from Oranjestad to Seven Mile Beach by flight takes about 6 hours. The time zone difference when traveling from Oranjestad to Seven Mile Beach is minus 1 hour. May in Seven Mile Beach sees daily highs of 36°C and lows of 29°C at night. On the 26th (Tue), you'll have the morning to explore before heading back home.

Things to do in Seven Mile Beach

Parks Wildlife Outdoors

Side Trips

Grand Cayman, Guy Harvey Gallery and Shoppe, Cayman Turtle Centre: Island Wildlife Encounter, Davinoff's Concrete Sculpture Garden
Highlights from your plan
Scuba & Snorkeling
Seven Mile Beach ©
Seven Mile Beach
Stingray City Grand Cayman ©
Stingray City Grand Cayman

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