15 days in Caribbean Itinerary

15 days in Caribbean Itinerary

Created using Inspirock Caribbean trip itinerary builder

Make it your trip
Fly
1
Bridgetown, Barbados
— 4 nights
Fly to Beef Island, Ferry to Cruz Bay
2
Cruz Bay, U.S. Virgin Islands
— 3 nights
Ferry
3
East End, U.S. Virgin Islands
— 2 nights
Taxi to Charlotte Amalie, Fly to George Town
4
George Town, Cayman Islands
— 2 nights
Fly
5
Punta Cana, Dominican Republic
— 3 nights
Fly

S M T W T F S
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20

Bridgetown, Barbados

— 4 nights
Bridgetown is the capital and largest city of Barbados. We've included these beaches for you: Bathsheba Beach and Dover Beach. Eschew the tourist crowds and head to The Boatyard and Rockley Beach. Step out of Bridgetown with an excursion to Crane Beach in Union Hall--about 32 minutes away. There's much more to do: enjoy the sand and surf at Accra Beach, get interesting insight from Tours, take in the waterfront at Richard Haynes Boardwalk, and explore the fascinating underground world of Harrison's Cave..

To find more things to do, where to stay, traveler tips, and more tourist information, read Bridgetown driving holiday planning tool.

Thessaloniki, Greece to Bridgetown is an approximately 18-hour flight. You can also fly. The time zone difference when traveling from Thessaloniki to Bridgetown is minus 6 hours. In November, Bridgetown is warmer than Thessaloniki - with highs of 35°C and lows of 29°C. Wrap up your sightseeing on the 10th (Wed) to allow time to travel to Cruz Bay.

Things to do in Bridgetown

Outdoors · Parks · Beaches · Wildlife

Side Trips

Find places to stay Nov 6 — 10:

Cruz Bay, U.S. Virgin Islands

— 3 nights

Love City

The gateway to the island of Saint John, Cruz Bay represents the island's largest town, port, and commercial center.
Get outdoors at Cinnamon Bay Beach and Maho Bay Beach. Discover out-of-the-way places like Honeymoon Beach and Kayaking & Canoeing. There's much more to do: explore the activities along Hawksnest Beach, kick back and relax at Trunk Bay Beach, steep yourself in history at Annaberg Sugar Plantation, and try to win big at The Parrot Club.

To see photos, reviews, maps, and tourist information, read our Cruz Bay online trip maker.

You can do a combination of flight and ferry from Bridgetown to Cruz Bay in 7.5 hours. In November, daytime highs in Cruz Bay are 35°C, while nighttime lows are 28°C. Finish your sightseeing early on the 13th (Sat) so you can ride a ferry to East End.

Things to do in Cruz Bay

Outdoors · Beaches · Parks · Wildlife

Side Trips

Find places to stay Nov 10 — 13:

East End, U.S. Virgin Islands

— 2 nights
St.
On the 14th (Sun), look for gifts at House of Rajah Jewelers, get interesting insight from Tours, and then kick back and relax at Lindqvist Beach. Here are some ideas for day two: tour the pleasant surroundings at Honeymoon Beach, then appreciate the history behind Three Queens Statue, and then enjoy the sand and surf at Sapphire Beach.

To find where to stay, other places to visit, maps, and other tourist information, refer to the East End day trip website.

Traveling by ferry from Cruz Bay to East End takes an hour. November in East End sees daily highs of 35°C and lows of 28°C at night. Finish up your sightseeing early on the 15th (Mon) so you can travel to George Town.

Things to do in East End

Outdoors · Beaches · Parks · Wildlife

Side Trips

Find places to stay Nov 13 — 15:

George Town, Cayman Islands

— 2 nights
George Town is a city situated on Grand Cayman island of the Cayman Islands. Start off your visit on the 16th (Tue): explore the gorgeous colors at Smith's Barcadere, see some colorful creatures with a scuba or snorkeling tour, then sample the fine beverages at Cayman Spirits Co. Distillery, and finally stop by Divers Supply. Here are some ideas for day two: admire the natural beauty at Queen Elizabeth II Botanic Park and then explore the fascinating underground world of Cayman Crystal Caves.

To see where to stay, other places to visit, ratings, and other tourist information, read George Town journey planner.

Traveling by combination of taxi and flight from East End to George Town takes 7 hours. You'll gain 1 hour traveling from East End to George Town due to the time zone difference. In November, daily temperatures in George Town can reach 34°C, while at night they dip to 29°C. Wrap up your sightseeing by early afternoon on the 17th (Wed) to allow time for the flight to Punta Cana.

Things to do in George Town

Outdoors · Parks · Wildlife · Beaches

Side Trip

Find places to stay Nov 15 — 17:

Punta Cana, Dominican Republic

— 3 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 18th (Thu): enjoy the sand and surf at Juanillo Beach and then contemplate the waterfront views at Hoyo Azul. Get ready for a full day of sightseeing on the next day: get a new perspective on things with Boat Tours & Water Sports, then look for gifts at Little Switzerland, and then try to win big at Hard Rock Casino Punta Cana.

Take the guesswork out of planning a Punta Cana vacation by using our trip itinerary maker.

You can fly from George Town to Punta Cana in 7.5 hours. Due to the time zone difference, you'll lose 1 hour traveling from George Town to Punta Cana. In November in Punta Cana, expect temperatures between 34°C during the day and 27°C at night. Wrap up your sightseeing on the 20th (Sat) early enough to travel back home.

Things to do in Punta Cana

Outdoors · Parks · Beaches · Nature

Side Trip

Find places to stay Nov 17 — 20: