28 days in Caribbean Itinerary

28 days in Caribbean Itinerary

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Route & dates

28 days in Caribbean Itinerary

Start: Rome, Italy
Fly:  16​h 30​min
1
Willemstad, Curacao
— 5 nights
Fly:  3​h
2
Philipsburg, St. Maarten-St. Martin
— 5 nights
Fly:  3​h 45​min
3
Providenciales, Turks and Caicos
— 4 nights
Fly:  7​h 30​min
4
Soufriere, St. Lucia
— 2 nights
Fly:  4​h
5
Bridgetown, Barbados
— 3 nights
Bus + Fly:  2​h
6
Trois-Ilets, Martinique
— 7 nights
Fly:  12​h 30​min
End: Rome, Italy

5
nights
Willemstad, Curacao

Willemstad ©
Willemstad is the capital city of Curaçao, an island in the southern Caribbean Sea that forms a constituent country of the Kingdom of the Netherlands. Get in touch with nature at Playa Lagun and Shete Boka Park. You'll explore the less-touristy side of things at Scuba & Snorkeling and Church of Sint Willibrordus. Step out of Willemstad to go to Barber and see Museo di Ka'i Orgel, which is approximately 36 minutes away. And it doesn't end there: snap pictures at Queen Juliana Bridge, brush up on your knowledge of spirits at Curacao Liqueur Distillery, see the interesting displays at Punda Museum, and take a stroll through Punda.

For photos, maps, and more tourist information, read our Willemstad trip site .

Rome, Italy to Willemstad is an approximately 16.5-hour flight. You can also do a combination of train and flight. Due to the time zone difference, you'll gain 5 hours traveling from Rome to Willemstad. Plan for much hotter temperatures traveling from Rome in January, with highs in Willemstad at 34°C and lows at 28°C. Finish up your sightseeing early on the 4th (Tue) so you can travel to Philipsburg.

Things to do in Willemstad

Parks Outdoors Beaches

Side Trips

Curacao, Museo di Ka'i Orgel, Church of Sint Willibrordus
Highlights from your plan
Playa Lagun ©
Playa Lagun
Shete Boka Park ©
Shete Boka Park
Curacao Liqueur Distillery ©
Curacao Liqueur Distillery

5
nights
Philipsburg, St. Maarten-St. Martin

Philipsburg ©
Take a trip to Philipsburg, the capital of Sint Maarten, and enjoy dynamic nightlife and great shopping.
Eschew the tourist crowds and head to Great Bay Beach and Happy Bay Beach. Visit Little Bay Beach and Le Galion Beach for some beach relaxation. There's much more to do: stroll through Baie Rouge, don't miss a visit to Boardwalk, look for gifts at Joe's Jewelry, and identify plant and animal life at Loterie Farm.

To see maps, photos, where to stay, and tourist information, use the Philipsburg day trip planning site .

Traveling by flight from Willemstad to Philipsburg takes 3 hours. February in Philipsburg sees daily highs of 33°C and lows of 27°C at night. Finish your sightseeing early on the 9th (Sun) so you can travel to Providenciales.

Things to do in Philipsburg

Parks Outdoors Beaches

Side Trips

Saint-Martin, Le Galion Beach, Oyster Pond, Scuba & Snorkeling, Mullet Bay Beach
Highlights from your plan
Baie Rouge ©
Baie Rouge
Le Galion Beach ©
Le Galion Beach
Little Bay Beach ©
Little Bay Beach

4
nights
Providenciales, Turks and Caicos

Providenciales ©
The most commercialized part of the Turks and Caicos, Providenciales remains the islands' tourism heaven, boasting many resorts, hotel chains, and condominiums.
You'll enjoy a bit of beach vacationing at Long Bay Beach and Taylor Bay Beach. Discover out-of-the-way places like Shark Diving and Waterskiing & Jetskiing. Next up on the itinerary: contemplate the waterfront views at Chalk Sound, take in the pleasant sights at Turks and Caicos Map Mural, make a trip to The Bight Park, and get a new perspective on things with Boat Tours & Water Sports.

To see more things to do, ratings, traveler tips, and other tourist information, read Providenciales trip app .

You can fly from Philipsburg to Providenciales in 4 hours. The time zone difference when traveling from Philipsburg to Providenciales is minus 1 hour. February in Providenciales sees daily highs of 32°C and lows of 27°C at night. Wrap up your sightseeing on the 13th (Thu) early enough to travel to Soufriere.

Things to do in Providenciales

Outdoors Tours Parks
Highlights from your plan
Chalk Sound ©
Chalk Sound
Shark Diving
Long Bay Beach ©
Long Bay Beach

2
nights
Soufriere, St. Lucia

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.
Take a break from the city and head to Scuba & Snorkeling and Speed Boats Tours. You'll explore the less-touristy side of things at Marigot Bay and Church of the Assumption. The adventure continues: hike along Tet Paul Nature Trail, get impressive views of Gros Piton, admire the natural beauty at Diamond Falls Botanical Gardens, and take in the natural beauty of Sulphur Springs.

To find traveler tips, ratings, other places to visit, and more tourist information, use the Soufriere day trip planner.

Traveling by flight from Providenciales to Soufriere takes 7.5 hours. Due to the time zone difference, you'll lose 1 hour traveling from Providenciales to Soufriere. In February, daytime highs in Soufriere are 34°C, while nighttime lows are 28°C. Wrap up your sightseeing on the 16th (Sun) to allow time to travel to Bridgetown.

Things to do in Soufriere

Parks Outdoors Nature

Side Trip

St. Lucia
Highlights from your plan
Scuba & Snorkeling
Marigot Bay ©
Marigot Bay
Tet Paul Nature Trail ©
Tet Paul Nature Trail

3
nights
Bridgetown, Barbados

Bridgetown ©
Bridgetown is the capital and largest city of Barbados. Get in touch with nature at Rockley Beach and Dover Beach. You'll discover tucked-away gems like The Boatyard and Saint Philip Parish Church. Take a break from Bridgetown with a short trip to Bathsheba Beach in Bathsheba, about 34 minutes away. There's lots more to do: take in the waterfront at South Coast Boardwalk, see some colorful creatures with a scuba or snorkeling tour, kick back and relax at Carlisle Bay, and take in nature's colorful creations at Hunte's Gardens.

To find traveler tips, ratings, more things to do, and more tourist information, go to the Bridgetown trip itinerary planner.

Traveling by flight from Soufriere to Bridgetown takes 4 hours. In February, daily temperatures in Bridgetown can reach 34°C, while at night they dip to 27°C. Wrap up your sightseeing on the 19th (Wed) to allow time to travel to Trois-Ilets.

Things to do in Bridgetown

Outdoors Parks Beaches

Side Trips

Hastings, Saint Joseph Parish, Saint Philip Parish Church, Dover Beach
Highlights from your plan
Rockley Beach ©
Rockley Beach
Dover Beach ©
Dover Beach
Bathsheba Beach ©
Bathsheba Beach

7
nights
Trois-Ilets, Martinique

Trois-Ilets ©
Named after three nearby islands, Trois-Ilets remains a small town few casual travelers ever get to explore.
Eschew the tourist crowds and head to Anse Dufour and Anse Couleuvre. Visiting Presqu'ile de la Caravelle and Anse Noire will get you outdoors. Get out of town with these interesting Trois-Ilets side-trips: Diamond Rock (in Le Diamant), Habitation Clement (in Le Francois) and Sainte-Anne (La Pointe Marin & Grande Anse des Salines). There's still lots to do: see majestic marine mammals with a dolphin and whale watching tour, stroll through Parcours Sante de Ducos, stop by L'Atelier de Genipa, and discover the deep blue sea with a scuba or snorkeling tour.

To find photos, ratings, maps, and tourist information, read Trois-Ilets day trip site .

You can do a combination of bus and flight from Bridgetown to Trois-Ilets in 2 hours. In February, plan for daily highs up to 34°C, and evening lows to 26°C. Wrap up your sightseeing on the 26th (Wed) to allow time to travel back home.

Things to do in Trois-Ilets

Outdoors Parks Beaches

Side Trips

Les Anses d'Arlet, Le Diamant, Sainte-Anne, Ducos, Habitation Clement
Highlights from your plan
Grande Anse des Salines ©
Grande Anse des Salines
Anse Dufour
Anse Dufour
La Pointe Marin ©
La Pointe Marin

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