19 days in Caribbean Itinerary

19 days in Caribbean Itinerary

Created using Inspirock Caribbean trip itinerary builder

©
This plan was created by another user.  Make it your plan

Route & dates

19 days in Caribbean Itinerary

Start: Sydney, Australia
Fly:  29​h
1
Philipsburg, St. Maarten-St. Martin
— 4 nights
Fly:  4​h 45​min
2
Bridgetown, Barbados
— 3 nights
Fly:  4​h
3
Soufriere, St. Lucia
— 2 nights
Drive + ferry:  2​h 45​min
4
Trois-Ilets, Martinique
— 3 nights
Fly:  8​h 15​min
5
West Bay, Cayman Islands
— 4 nights
Fly:  28​h
End: Sydney, Australia

4
nights
Philipsburg, St. Maarten-St. Martin

Philipsburg ©
Take a trip to Philipsburg, the capital of Sint Maarten, and enjoy dynamic nightlife and great shopping.
You'll explore the less-touristy side of things at Little Bay Beach and Happy Bay Beach. Visiting Le Galion Beach and Great Bay Beach will get you outdoors. And it doesn't end there: enjoy the sand and surf at Oyster Pond, get interesting insight from Tours, contemplate the waterfront views at Mullet Bay Beach, and head off the coast to Pinel Island.

For traveler tips, more things to do, other places to visit, and tourist information, refer to the Philipsburg trip itinerary maker app .

Sydney, Australia to Philipsburg is an approximately 29-hour flight. You can also do a combination of train and flight; or do a combination of bus and flight. Traveling from Sydney to Philipsburg, you'll gain 14 hours due to the time zone difference. Traveling from Sydney in January, Philipsburg is somewhat warmer at night with lows of 28°C. Finish your sightseeing early on the 9th (Thu) to allow enough time to travel to Bridgetown.

Things to do in Philipsburg

Parks Outdoors Beaches

Side Trips

Saint-Martin, Le Galion Beach, Oyster Pond, Scuba & Snorkeling, Mullet Bay Beach
Find places to stay Jan 5 — 9:
Highlights from your plan
Little Bay Beach ©
Little Bay Beach
Le Galion Beach ©
Le Galion Beach
Oyster Pond ©
Oyster Pond

3
nights
Bridgetown, Barbados

Bridgetown ©
Bridgetown is the capital and largest city of Barbados. Relax by the water at Rockley Beach and Bathsheba Beach. Step out of the city life by going to Fishing Charters & Tours and Dover Beach. And it doesn't end there: head outdoors with The Boatyard, take in the architecture and atmosphere at St Mary's Church, tour the pleasant surroundings at Carlisle Bay, and take a tour by water with Boat Tours & Water Sports.

For reviews, traveler tips, and more tourist information, read our Bridgetown day trip planning tool .

You can fly from Philipsburg to Bridgetown in 5 hours. In January, daily temperatures in Bridgetown can reach 34°C, while at night they dip to 27°C. Finish your sightseeing early on the 12th (Sun) so you can travel to Soufriere.

Things to do in Bridgetown

Outdoors Parks Beaches

Side Trips

Saint Joseph Parish, Dover Beach, Rockley Beach
Find places to stay Jan 9 — 12:
Highlights from your plan
Rockley Beach ©
Rockley Beach
Fishing Charters & Tours
St Mary's Church ©
St Mary's Church

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.
Kick off your visit on the 13th (Mon): steep yourself in history at Morne Coubaril Estate, then trek along Tet Paul Nature Trail, and then get impressive views of Gros Piton. Get ready for a full day of sightseeing on the 14th (Tue): see some colorful creatures with a scuba or snorkeling tour, get up close to creatures of the deep with a dolphin and whale watching tour, and then take in the exciting artwork at The Image Tree.

To see photos, more things to do, and more tourist information, read Soufriere itinerary builder app .

You can fly from Bridgetown to Soufriere in 4 hours. In January, plan for daily highs up to 34°C, and evening lows to 28°C. Finish your sightseeing early on the 14th (Tue) to allow enough time to travel to Trois-Ilets.

Things to do in Soufriere

Outdoors Tours Wildlife

Side Trip

Gros Piton
Find places to stay Jan 12 — 14:
Highlights from your plan
Scuba & Snorkeling
Gros Piton ©
Gros Piton
Tet Paul Nature Trail ©
Tet Paul Nature Trail

3
nights
Trois-Ilets, Martinique

Named after three nearby islands, Trois-Ilets remains a small town few casual travelers ever get to explore.
Explore hidden gems such as Grande Anse des Salines and Scuba & Snorkeling. Escape the urban bustle at Parcours Sante de Ducos and Les Salines Beach. Explore the numerous day-trip ideas around Trois-Ilets: Habitation Clement (in Le Francois) and Schoelcher Library (in Fort-de-France). Next up on the itinerary: tour the pleasant surroundings at Anse Dufour, get engrossed in the history at La Savane des Esclaves, and look for gifts at Tournicoti Parapluie.

Before you visit Trois-Ilets, use our trip planner to discover what you can do and see there.

Traveling by combination of car and ferry from Soufriere to Trois-Ilets takes 3 hours. Expect a daytime high around 34°C in January, and nighttime lows around 26°C. Cap off your sightseeing on the 17th (Fri) early enough to travel to West Bay.

Things to do in Trois-Ilets

Outdoors Parks Beaches

Side Trips

Les Anses d'Arlet, Sainte-Anne, Habitation Clement, Schoelcher Library, Parcours Sante de Ducos
Find places to stay Jan 14 — 17:
Highlights from your plan
Scuba & Snorkeling
Grande Anse des Salines ©
Grande Anse des Salines
Parcours Sante de Ducos ©
Parcours Sante de Ducos

4
nights
West Bay, Cayman Islands

West Bay ©
Discover out-of-the-way places like Smith's Barcadere and Kittiwake Shipwreck & Artificial Reef. Your itinerary includes some good beach time at Cemetery Beach and Reef and Governors Beach. Take a break from West Bay with a short trip to Mission House in Bodden Town, about 44 minutes away.

For traveler tips, reviews, maps, and more tourist information, use the West Bay trip planner .

Fly from Trois-Ilets to West Bay in 8.5 hours. Traveling from Trois-Ilets to West Bay, you'll gain 1 hour due to the time zone difference. In January, daily temperatures in West Bay can reach 33°C, while at night they dip to 27°C. Cap off your sightseeing on the 21st (Tue) early enough to travel back home.

Things to do in West Bay

Outdoors Wildlife Parks

Side Trips

Grand Cayman, George Town, Mission House, Governors Beach
Find places to stay Jan 17 — 21:
Highlights from your plan
Smith's Barcadere ©
Smith's Barcadere
Cemetery Beach and Reef ©
Cemetery Beach and Reef
Kittiwake Shipwreck & Artificial Reef ©

Similar Plans

20 days in Caribbean BY A USER FROM UNITED KINGDOM October, popular sights PREFERENCES: October ATTRACTION STYLE: Popular sights PACE: Medium 23 days in Caribbean BY A USER FROM GREECE December, popular sights PREFERENCES: December ATTRACTION STYLE: Popular sights PACE: Medium 28 days in Caribbean BY A USER FROM INDIA March, outdoors, relaxing, romantic, beaches, shopping, wildlife, popular & hidden gems PREFERENCES: March, outdoors, relaxing, romantic, beaches, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 17 days in Caribbean BY A USER FROM ARGENTINA October, culture, relaxing, beaches, historic sites, slow & easy, popular & hidden gems PREFERENCES: October, culture, relaxing, beaches, historic sites ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 60 days in Caribbean BY A USER FROM UNITED STATES October, popular sights PREFERENCES: October ATTRACTION STYLE: Popular sights PACE: Medium 60 days in Caribbean BY A USER FROM ROMANIA November, popular sights PREFERENCES: November ATTRACTION STYLE: Popular sights PACE: Medium 17 days in Caribbean BY A USER FROM INDIA February, popular sights PREFERENCES: February ATTRACTION STYLE: Popular sights PACE: Medium 28 days in Caribbean BY A USER FROM INDIA March, popular sights PREFERENCES: March ATTRACTION STYLE: Popular sights PACE: Medium 32 days in Caribbean BY A USER FROM MEXICO September, popular sights PREFERENCES: September ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Caribbean BY A USER FROM UNITED STATES November, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: November, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 24 days in Caribbean, South Pacific & Maldives BY A USER FROM CANADA December, teens, kids, outdoors, relaxing, beaches, shopping, popular & hidden gems PREFERENCES: December, teens, kids, outdoors, relaxing, beaches, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 28 days in Caribbean BY A USER FROM ITALY January, outdoors, relaxing, beaches, hidden gems PREFERENCES: January, outdoors, relaxing, beaches ATTRACTION STYLE: Hidden gems PACE: Medium
View more plans