11 days in Caribbean Itinerary

Take a trip to Philipsburg, the capital of Sint Maarten, and enjoy dynamic nightlife and great shopping.

Your day by day itinerary now includes Coliseum Princess Casino. Start off your visit on the 8th (Thu): kick back and relax at Great Bay Beach and then try to win big at Coliseum Princess Casino.

For more things to do, maps, traveler tips, and more tourist information, read our Philipsburg trip maker tool.

Dayton, USA to Philipsburg is an approximately 10-hour flight. The time zone changes from Eastern Standard Time to Atlantic Standard Time, which is usually a 1 hour difference. Expect much hotter temperatures when traveling from Dayton in February; daily highs in Philipsburg reach 83°F and lows reach 74°F. Finish your sightseeing early on the 9th (Fri) so you can travel to East End.

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Kick off your visit on the 10th (Sat): stop by House of Rajah Jewelers, then tour the pleasant surroundings at Magens Bay, then get to know the resident critters at Coral World Ocean Park, and finally discover the deep blue sea with a scuba or snorkeling tour.

To find more things to do, other places to visit, traveler tips, and more tourist information, use the East End road trip website.

Traveling by combination of flight and ferry from Philipsburg to East End takes 4 hours. Alternatively, you can do a combination of flight and taxi; or do a combination of ferry, flight, and taxi. Expect a daytime high around 84°F in February, and nighttime lows around 73°F. Finish up your sightseeing early on the 10th (Sat) so you can catch the ferry to Cruz Bay.

The gateway to the island of Saint John, Cruz Bay represents the island's largest town, port, and commercial center.

Start off your visit on the 11th (Sun): enjoy the sand and surf at Trunk Bay Beach, stop by Vibe Jewelry, and then get a new perspective on things with Boat Tours & Water Sports.

For maps, more things to do, photos, and tourist information, go to the Cruz Bay itinerary planner.

Traveling by ferry from East End to Cruz Bay takes an hour. In February, plan for daily highs up to 84°F, and evening lows to 73°F. Finish your sightseeing early on the 11th (Sun) to allow enough time to travel to Bridgetown.

Bridgetown is the capital and largest city of Barbados. Kick off your visit on the 12th (Mon): Head underground at Harrison's Cave., steep yourself in history at Andromeda Botanic Gardens, then take in nature's colorful creations at Hunte's Gardens, then enjoy the sand and surf at Carlisle Bay, and finally see some colorful creatures with a scuba or snorkeling tour.

For other places to visit, maps, more things to do, and other tourist information, read our Bridgetown vacation planner.

You can do a combination of ferry and flight from Cruz Bay to Bridgetown in 7 hours. In February, daily temperatures in Bridgetown can reach 84°F, while at night they dip to 74°F. Finish your sightseeing early on the 12th (Mon) to allow enough time to fly to Soufriere.

Home to some of Saint Lucia's landmark buildings and natural features, Soufriere provides travelers with an engaging and direct route into the center of island life.

On the 13th (Tue), explore the striking landscape at Pitons, take in the natural beauty of Sulphur Springs, and then see majestic marine mammals with a dolphin and whale watching tour.

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

Traveling by flight from Bridgetown to Soufriere takes 3 hours. In February in Soufriere, expect temperatures between 84°F during the day and 75°F at night. Cap off your sightseeing on the 13th (Tue) early enough to catch the flight to English Harbour.

On the 14th (Wed), explore the wealth of natural beauty at Nelson's Dockyard. On your second day here, discover the deep blue sea with Stingray City, then get great views at Shirley Heights, and then explore the activities along Dickenson Bay.

To find more things to do, ratings, other places to visit, and tourist information, you can read our English Harbour road trip planning tool.

Fly from Soufriere to English Harbour in 4.5 hours. February in English Harbour sees daily highs of 82°F and lows of 72°F at night. Finish up your sightseeing early on the 15th (Thu) so you can catch the flight to Providenciales.

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 (Fri): trot along with a tour on horseback, see some colorful creatures with a scuba or snorkeling tour, then enjoy the sand and surf at Grace Bay Beach, and finally tee off at Royal Turks and Caicos Golf Club. On the 17th (Sat), you'll have a packed day of sightseeing: stroll through Coral Gardens Reef, kick back and relax at Sapodilla Bay Beach, and then kick back and relax at Taylor Bay Beach.

To find ratings, where to stay, maps, and other tourist information, use the Providenciales day trip planner.

You can fly from English Harbour to Providenciales in 5.5 hours. Due to the time zone difference, you'll gain 1 hour traveling from English Harbour to Providenciales. In February, plan for daily highs up to 82°F, and evening lows to 74°F. Wrap up your sightseeing on the 17th (Sat) to allow time to fly to Punta Cana.

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.

On the 18th (Sun), explore the activities along Hoyo Azul and then make a trip to Jesus Maestro Parish.

To find other places to visit, photos, reviews, and more tourist information, use the Punta Cana trip maker.

Getting from Providenciales to Punta Cana by flight takes about 5 hours. The time zone changes from Eastern Standard Time (EST) to Atlantic Standard Time (AST), which is usually a 1 hour difference. In February in Punta Cana, expect temperatures between 83°F during the day and 71°F at night. Finish up your sightseeing early on the 18th (Sun) so you can catch the flight back home.