15 days in Caribbean Itinerary

Created using Inspirock Caribbean travel planner
Make it your trip
Fly
1
Bridgetown, Barbados
— 2 nights
Fly to Beef Island, Ferry to Cruz Bay
2
Cruz Bay, U.S. Virgin Islands
— 2 nights
Ferry to Beef Island, Fly to Punta Cana
3
Punta Cana, Dominican Republic
— 2 nights
Fly
4
Providenciales, Turks and Caicos
— 2 nights
Fly
5
Seven Mile Beach, Cayman Islands
— 3 nights
Fly
6
Oranjestad, Aruba
— 3 nights
Fly

S M T W T F S
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27

Bridgetown, Barbados — 2 nights

Bridgetown is the capital and largest city of Barbados. You'll find plenty of places to visit near Bridgetown: Bottom Bay (in Saint Philip Parish) and St. Nicholas Abbey (in Saint Peter Parish). There's lots more to do: Head underground at Harrison's Cave., get a new perspective on things with Boat Tours & Water Sports, indulge in some personalized pampering at The Healing Power Of Touch, and contemplate the long history of Andromeda Botanic Gardens.

To find reviews, photos, other places to visit, and other tourist information, read our Bridgetown road trip app.

London, UK to Bridgetown is an approximately 12-hour flight. Due to the time zone difference, you'll gain 4 hours traveling from London to Bridgetown. In May, Bridgetown is warmer than London - with highs of 35°C and lows of 29°C. Wrap up your sightseeing on the 11th (Thu) early enough to travel to Cruz Bay.
more
Parks · Historic Sites · Outdoors · Spas
Side Trips
Find places to stay May 9 — 11:

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 12th (Fri), kick back and relax at Magens Bay, then take a tour by water with St. Thomas Dive Center, and then examine the collection at Cinnamon Bay Archeology Museum & Lab. Here are some ideas for day two: make a trip to Annaberg Sugar Plantation, then stroll through Trunk Bay Beach, and then enjoy the sand and surf at Caneel Bay Beach.

To see where to stay, maps, and other tourist information, use the Cruz Bay tour itinerary planner.

Traveling by combination of flight and ferry from Bridgetown to Cruz Bay takes 7 hours. Expect a daytime high around 36°C in May, and nighttime lows around 29°C. Wrap up your sightseeing on the 13th (Sat) to allow time to travel to Punta Cana.
more
Outdoors · Parks · Beaches · Tours
Side Trips
Find places to stay May 11 — 13:

Punta Cana, Dominican Republic — 2 nights

In an area boasting beaches that face both the Atlantic Ocean and the Caribbean Sea, vacations in Punta Cana have been popular with tourists since the early 1970s.
Start off your visit on the 14th (Sun): kick back and relax at Bavaro Beach, then relax and rejuvenate at Flavio Acuna Spa Natural Center, and then stop by HARRISON'S Fine Caribbean Jewelers. Get ready for a full day of sightseeing on the 15th (Mon): discover the deep blue sea with Dressel Divers and then take a memorable tour with Tours.

To find photos, where to stay, maps, and tourist information, read Punta Cana online route builder.

Getting from Cruz Bay to Punta Cana by combination of ferry and flight takes about 6 hours. May in Punta Cana sees daily highs of 35°C and lows of 28°C at night. Cap off your sightseeing on the 15th (Mon) early enough to catch the flight to Providenciales.
more
Outdoors · Tours · Parks · Adventure
Find places to stay May 13 — 15:

Providenciales, Turks and Caicos — 2 nights

The most commercialized part of the Turks and Caicos, Providenciales remains the islands' tourism heaven, boasting many resorts, hotel chains, and condominiums.
Start off your visit on the 16th (Tue): see the vivid underwater world at Little Water Cay, then enjoy the sand and surf at Grace Bay Beach, and then soothe aching muscles at Glow Fitness TCI. On the 17th (Wed), you'll have a packed day of sightseeing: contemplate the long history of Cheshire Hall Plantation and then see the vivid underwater world at Smith's Reef.

To see other places to visit, maps, reviews, and other tourist information, read Providenciales online sightseeing planner.

You can fly from Punta Cana to Providenciales in 5 hours. Due to the time zone difference, you'll gain 1 hour traveling from Punta Cana to Providenciales. In May, plan for daily highs up to 35°C, and evening lows to 29°C. Wrap up your sightseeing by early afternoon on the 17th (Wed) to allow enough time to fly to Seven Mile Beach.
more
Parks · Nature · Wildlife · Beaches
Side Trip
Find places to stay May 15 — 17:

Seven Mile Beach, Cayman Islands — 3 nights

Seven Mile Beach is a long crescent of coral-sand beach on the western end of Grand Cayman island. On the 18th (Thu), step into the grandiose world of Pedro St. James National Historic Site, then get engrossed in the history at Cayman Islands National Museum, and then observe the fascinating underwater world at Cayman Turtle Centre: Island Wildlife Encounter. On your second day here, stroll through Seven Mile Beach, tour the pleasant surroundings at Stingray City Grand Cayman, and then sample the fine beverages at Cayman Spirits Co. Distillery.

To see maps, more things to do, and more tourist information, go to the Seven Mile Beach vacation maker site.

You can fly from Providenciales to Seven Mile Beach in 9.5 hours. In May, daytime highs in Seven Mile Beach are 36°C, while nighttime lows are 29°C. Wrap up your sightseeing by early afternoon on the 20th (Sat) to allow enough time to fly to Oranjestad.
more
Parks · Outdoors · Wildlife · Zoos & Aquariums
Side Trips
Find places to stay May 17 — 20:

Oranjestad, Aruba — 3 nights

When vacationing on Aruba, don't miss taking a tour of Oranjestad, the capital of the small Caribbean island.
On the 21st (Sun), stroll through Donkey Sanctuary Aruba, see the vivid underwater world at Baby Beach, and then get the adrenaline pumping with an extreme tour. On the 22nd (Mon), you'll have a packed day of sightseeing: visit a coastal fixture at California Lighthouse and Sasariwichi Dunes and then enjoy the sand and surf at Eagle Beach.

To find ratings, traveler tips, where to stay, and more tourist information, you can read our Oranjestad travel route builder app.

You can fly from Seven Mile Beach to Oranjestad in 9.5 hours. The time zone difference moving from Eastern Standard Time (EST) to Atlantic Standard Time (AST) is 1 hour. In May, daytime highs in Oranjestad are 38°C, while nighttime lows are 31°C. Wrap up your sightseeing on the 23rd (Tue) to allow time to fly back home.
more
Outdoors · Parks · Beaches · Tours
Side Trips
Find places to stay May 20 — 23: