18 days in Caribbean Itinerary

18 days in Caribbean Itinerary

Created using Inspirock Caribbean travel route maker

Make it your trip
Drive to Larnaca International Airport, Fly to Punta Cana
1
Punta Cana, Dominican Republic
— 4 nights
Fly
2
Providenciales, Turks and Caicos
— 2 nights
Fly to San Juan, Ferry to Culebra
3
Culebra, Puerto Rico
— 2 nights
Fly to Vieques, Taxi to Isla de Vieques
4
Isla de Vieques, Puerto Rico
— 2 nights
Fly to Charlotte Amalie, Taxi to East End
5
East End, U.S. Virgin Islands
— 2 nights
Taxi to Charlotte Amalie, Fly to Shoal Bay Village
6
Shoal Bay Village, Anguilla
— 2 nights
Ferry
7
Simpson Bay, St. Maarten-St. Martin
— 2 nights
+2
Drive to Princess Juliana International Airport, Fly to Larnaca International Airport, Drive to Ayia Napa

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Punta Cana, Dominican Republic

— 4 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.
Spend a day of island exploring on the 16th (Fri) at Saona Island. There's much more to do: get close to the beloved marine mammals with a swim-with-the-dolphins experience, look for gifts at La Perla Dominicana, whizz through the canopy at some of the top local zipline courses and adventure parks, and indulge in some personalized pampering at Flavio Acuna Spa Natural Center.

To plan Punta Cana vacation without wasting time, ask Inspirock to design an itinerary.

Ayia Napa, Cyprus to Punta Cana is an approximately 23-hour combination of car and flight. You can also fly. You'll gain 6 hours traveling from Ayia Napa to Punta Cana due to the time zone difference. In July in Punta Cana, expect temperatures between 36°C during the day and 29°C at night. Wrap up your sightseeing on the 18th (Sun) to allow time to fly to Providenciales.

Things to do in Punta Cana

Outdoors · Parks · Tours · Nature

Side Trip

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 19th (Mon): step off the mainland to explore Little Water Cay, enjoy the sand and surf at Grace Bay Beach, and then relax and rejuvenate at Glow Fitness TCI. Get ready for a full day of sightseeing on the 20th (Tue): steep yourself in history at Cheshire Hall Plantation and then explore the striking landscape at Smith's Reef.

Plan my Providenciales trip by asking Inspirock to come up with tips and suggestions.

Traveling by flight from Punta Cana to Providenciales takes 5 hours. Traveling from Punta Cana to Providenciales, you'll gain 1 hour due to the time zone difference. In July, daytime highs in Providenciales are 37°C, while nighttime lows are 31°C. Wrap up your sightseeing by early afternoon on the 20th (Tue) to allow enough time to travel to Culebra.

Things to do in Providenciales

Parks · Wildlife · Nature · Outdoors

Side Trip

Culebra, Puerto Rico

— 2 nights

Little Island

With much of Culebra a nature refuge, the tropical island has been protected from overdevelopment, chain hotels, and the cruise set.
On the 21st (Wed), enjoy the sand and surf at Playa Zoni and then step off the mainland to explore Culebrita. On the next day, enjoy the sand and surf at Flamenco Beach.

Make your Culebra itinerary with Inspirock to find out what to see and where to go.

Do a combination of flight and ferry from Providenciales to Culebra in 9.5 hours. Traveling from Providenciales to Culebra, you'll lose 1 hour due to the time zone difference. Expect a daytime high around 38°C in July, and nighttime lows around 31°C. Finish up your sightseeing early on the 22nd (Thu) so you can catch the flight to Isla de Vieques.

Things to do in Culebra

Parks · Outdoors · Beaches · Nature

Isla de Vieques, Puerto Rico

— 2 nights

Isla Nena

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.
On the 23rd (Fri), take in the waterfront at Malecon and then stroll through Balneario Sun Bay. Here are some ideas for day two: tour the pleasant surroundings at Playa La Chiva and then enjoy the sand and surf at Playa Caracas.

To find more things to do, traveler tips, where to stay, and tourist information, read Isla de Vieques trip planner.

Getting from Culebra to Isla de Vieques by combination of flight and taxi takes about 3.5 hours. Other options: fly; or ride a ferry. In July in Isla de Vieques, expect temperatures between 36°C during the day and 30°C at night. Wrap up your sightseeing on the 24th (Sat) early enough to travel to East End.

Things to do in Isla de Vieques

Outdoors · Parks · Beaches

East End, U.S. Virgin Islands

— 2 nights
St.
Start off your visit on the 25th (Sun): kick back and relax at Trunk Bay Beach and then see the vivid underwater world at Leinster Bay. On the next day, kick back and relax at Coki Point Beach, then learn about wildlife with up-close encounters at Coral World Ocean Park, and then enjoy the sand and surf at Magens Bay.

To find photos, reviews, more things to do, and other tourist information, you can read our East End route planning site.

You can do a combination of flight and taxi from Isla de Vieques to East End in 5.5 hours. In July in East End, expect temperatures between 38°C during the day and 31°C at night. Cap off your sightseeing on the 26th (Mon) early enough to travel to Shoal Bay Village.

Things to do in East End

Parks · Outdoors · Beaches · Wildlife

Side Trips

Shoal Bay Village, Anguilla

— 2 nights
Kick off your visit on the 27th (Tue): contemplate the long history of Wallblake House, then stroll through Little Bay, and then tour the pleasant surroundings at Shoal Bay. Get ready for a full day of sightseeing on the next day: kick back and relax at Meads Bay, then explore the activities along Maundays Bay, and then stroll through Rendezvous Bay Beach.

For photos and other tourist information, refer to the Shoal Bay Village online day trip planner.

Getting from East End to Shoal Bay Village by combination of taxi and flight takes about 5 hours. Other options: do a combination of taxi, flight, and ferry. In July in Shoal Bay Village, expect temperatures between 36°C during the day and 30°C at night. Cap off your sightseeing on the 28th (Wed) early enough to catch the ferry to Simpson Bay.

Things to do in Shoal Bay Village

Parks · Outdoors · Beaches · Nature

Side Trips

Simpson Bay, St. Maarten-St. Martin

— 2 nights
Simpson Bay offers luxury resort living and good access to the main areas of the island.
Start off your visit on the 29th (Thu): race across the water with a speed boat tour and then kick back and relax at Dawn Beach. Here are some ideas for day two: enjoy the sand and surf at Maho Beach, contemplate the waterfront views at Mullet Bay Beach, and then try your luck at Casino Royale.

To find ratings, other places to visit, photos, and other tourist information, read Simpson Bay travel itinerary planner.

Traveling by ferry from Shoal Bay Village to Simpson Bay takes 1.5 hours. Alternatively, you can fly. In July in Simpson Bay, expect temperatures between 36°C during the day and 30°C at night. Wrap up your sightseeing on the 30th (Fri) early enough to fly back home.

Things to do in Simpson Bay

Outdoors · Parks · Beaches · Tours

Side Trips