5 days in Sint Maarten Itinerary
Created using Inspirock Sint Maarten travel route maker
Start: Chicago
Fly
1
Simpson Bay
— 4 nights
Fly
End: Chicago
Sun, Jun 4 - Thu, Jun 8
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Simpson Bay — 4 nights
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Simpson Bay offers luxury resort living and good access to the main areas of the island.Kids will enjoy Fishing Charters & Tours and Tintamarre Island. You'll explore the less-touristy side of things at Baie Rouge and Isle Del Sol Marina. Next up on the itinerary: enjoy the sand and surf at Maho Beach, stroll through Parotte Ville Bird Sanctuary, explore the activities along Mullet Bay Beach, and make a trip to Phillipsburg Sint Maarten.
To see more things to do, traveler tips, other places to visit, and tourist information, read Simpson Bay road trip planning app.
Chicago, USA to Simpson Bay is an approximately 8.5-hour flight. The time zone changes from Central Standard Time to Atlantic Standard Time, which is usually a 2 hour difference. Expect somewhat warmer evenings in Simpson Bay when traveling from Chicago in June, with lows around 79°F. Wrap up your sightseeing on the 8th (Thu) to allow time to fly back home.
Side Trips
Find places to stay Jun 4 — 8:
Highlights from your trip
Sint Maarten travel guide
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.
