26 days in Windwardside, Gustavia & Sint Maarten Itinerary

26 days in Windwardside, Gustavia & Sint Maarten Itinerary

Created using Inspirock Caribbean trip planner

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Make it your trip
Fly
1
Windwardside, Saba
— 2 nights
Ferry
2
Gustavia, St. Barthelemy
— 2 nights
Ferry
3
Simpson Bay, St. Maarten-St. Martin
— 21 nights
Fly

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Windwardside, Saba

— 2 nights
Windwardside is the second largest town on the island of Saba, aptly named for being on the windward side of the island.GeographyThe hike up the stairs to the top of Mount Scenery can begin from the road just outside Windwardside.TourismTwo banks and several dive shops as well as multiple grocery stores, gift shops, etc. Start off your visit on the 16th (Wed): take in the architecture and atmosphere at Sacred Heart Church, contemplate the waterfront views at Saba National Marine Park, and then contemplate the waterfront views at Ladder Bay. Keep things going the next day: wander the streets of Windwardside, explore the galleries of Dutch Museum Saba, and then take your sightseeing to a higher altitude at Mount Scenery.

To find photos, ratings, where to stay, and other tourist information, use the Windwardside trip maker website.

Willemstad, Curacao to Windwardside is an approximately 7-hour flight. Traveling from Willemstad in June, things will get slightly colder in Windwardside: highs are around 28°C and lows about 24°C. Wrap up your sightseeing on the 18th (Fri) to allow time to ride a ferry to Gustavia.

Things to do in Windwardside

Parks · Nature · Neighborhoods · Wildlife

Side Trips

Find places to stay Jun 16 — 18:

Gustavia, St. Barthelemy

— 2 nights
Start off your visit on the 18th (Fri): stroll through Anse de Grande Saline, tour the pleasant surroundings at Anse du Gouverneur, then kick back and relax at Shell Beach, and finally see some colorful creatures with a scuba or snorkeling tour. Keep things going the next day: kick back and relax at St. Jean Beach and then stroll through Colombier Beach.

To see other places to visit, traveler tips, maps, and tourist information, refer to the Gustavia holiday planning app.

You can ride a ferry from Windwardside to Gustavia in 3.5 hours. Alternatively, you can fly. Finish your sightseeing early on the 20th (Sun) to allow enough time to ride a ferry to Simpson Bay.

Things to do in Gustavia

Outdoors · Parks · Beaches · Wildlife

Side Trips

Find places to stay Jun 18 — 20:

Simpson Bay, St. Maarten-St. Martin

— 21 nights
Simpson Bay offers luxury resort living and good access to the main areas of the island.
Step out of Simpson Bay with an excursion to Oyster Pond in Oyster Pond--about 34 minutes away. And it doesn't end there: identify plant and animal life at Wildlife Areas, try to win big at Casino Royale, enjoy the sand and surf at Maho Beach, and explore and take pictures at Loterie Farm.

To find other places to visit, traveler tips, and other tourist information, you can read our Simpson Bay travel itinerary planner.

Getting from Gustavia to Simpson Bay by ferry takes about 1.5 hours. Other options: fly. Expect a daytime high around 35°C in June, and nighttime lows around 30°C. Wrap up your sightseeing on the 11th (Sun) to allow time to fly back home.

Things to do in Simpson Bay

Parks · Outdoors · Beaches · Fun & Games

Side Trips

Find places to stay Jun 20 — Jul 11:

Saba travel guide

4.6
Mountains · Bodies of Water · Museums
Tiny Saba encompasses just 13 sq km (5 sq mi), yet it represents one of the world's top scuba diving destinations. A trip to Saba takes you to an overseas dominion of the Netherlands, which houses fewer than 2,000 permanent residents and hundreds of species of native wildlife. In addition to 200 types of fish and 60 bird species, the island shelters at least nine different kinds of wild orchids. Visitors spot these fragile flowers everywhere they go during their Saba vacation, as they grow next to hiking paths and alongside the island's main road. To see what treasures the surrounding waters hide, bring your diving gear and head to the nearest beach.

St. Barthelemy travel guide

4.2
Nature & Parks · Scuba & Snorkeling · Shopping
St. Barts
The volcanic island of St. Barthelemy has become a popular holiday destination for the rich and famous. It doesn't take a large leap of the imagination to see why, with the towering mountainous backdrop, green hills, and waters protected by a coral reef. The beaches offer ample room for lazing under the sun, while the calm waters offer rich marine environments, easily accessible on dives or snorkeling trips. A St. Barthelemy vacation can work to a budget more modest than a millionaire's too, with good deal available during off season.

Sint Maarten travel guide

4.5
Gift & Specialty Shops · Beaches · Scuba & Snorkeling
Plan a holiday on Sint Maarten and enjoy its sprawling resorts, picturesque beaches, and a variety of entertainment facilities. The tropical Dutch constituency shares a tiny Caribbean island with the similarly named Saint Martin, a French administrative division. Although divided, the island has no border control, so tourists can freely cross between the two destinations. Besides lazing on the sand, you'll find plenty of other things to do on Sint Maarten, well known for its duty-free shopping, glitzy casinos, and vivacious nightlife.