Guana Bay Tours
Visit Guana Bay
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Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was $2,235, price is now $1,042 per person
$1,042
per person
Mar 8 - Mar 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9/10 Wonderful! (1,463 reviews)
Great location at Simpsons Bay. Restaurants were very tasty. The shower in the room could have been better but overall. The beach is a bit rocky to enter but then it was all sand. I would come back again.
Reviewed on Dec 19, 2025
The Villas at Simpson Bay Resort
Price was $2,887, price is now $1,358 per person
$1,358
per person
Feb 3 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,309 reviews)
Great accommodations and ocean view from the balcony. Close to great restaurants and bars. Overall a wonderful vacation.
Reviewed on Dec 20, 2025
Divi Little Bay Beach Resort
Save 100% on your flight
Price was $2,438, price is now $1,470 per person
$1,470
per person
Feb 3 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
8.4/10 Very Good! (1,002 reviews)
We stayed in a queen, 1 bedroom room. The room was clean and comfortable. The only issue we had, which was shared by other guests, was TV reception is next to nothing. Make sure you have your streaming services passwords.
Reviewed on Dec 20, 2025
Browse tours and tickets to explore Guana Bay
Tours & day trips
See all 190 activities
Anguilla Getaway Cruise
Activity duration is 7 hours
9.2 out of 10 with 39 reviews
Free cancellation available
Adventure & outdoor
See all 48 activities
High-Speed Ferry to St. Barths
Activity duration is 45 minutes
8.0 out of 10 with 71 reviews
Private & custom tours
See all 45 activities
Two Islands, Twice the Fun
Activity duration is 6 hours
Free cancellation available
Food, drink & nightlife
See all 15 activities
Tango Sunset Cruise with Caribbean Dinner & Open Bar
Activity duration is 3 hours
9.2 out of 10 with 84 reviews
Free cancellation available
Wildlife & nature
See all 12 activities
Divi Little Bay Beach Day Package
Activity duration is 8 hours
7.4 out of 10 with 13 reviews
Free cancellation available
Popular places to visit
Guana Bay Beach
The picturesque shores of this tranquil bay provide a great opportunity to escape the crowds and jump in the crystal clear water for surfing or swimming.
Dawn Beach
Why not spend a carefree afternoon at Dawn Beach during your travels in Oyster Pond? Stroll along the seaside in this relaxing area, or check out its top-notch restaurants.
Museum of Sint Maarten
Discover where the native population originally came from and learn about major events in the island’s colonial, social and natural past.
Front Street District
You can search for that perfect souvenir at Front Street District during your trip to Philipsburg.
Philipsburg Courthouse
Philipsburg Courthouse is just one of the places to see in Philipsburg, so why not enjoy the other things to explore during your travels? Stroll along the beautiful beaches or visit the shops in this romantic area.
Yoda Guy Movie Exhibit
You can spend an afternoon exploring the galleries in Yoda Guy Movie Exhibit during your trip to Philipsburg. Amble around this romantic area's beautiful beaches and enjoy its top-notch restaurants.
Best Lodging Options Near Guana Bay
The Waves; Oceanfront 2 Bedroom. Gorgeous Sunrises. Relax With The Wave Rythyms
Philipsburg Sint Maarten
Oceanfront 2 Bedroom Villa in Guana Bay Sint Maarten; Ocnfrt Deck
Guana Bay Sint Maarten
Caribbean Ocean View - 2bdr Unit #17
Sint Maarten Sint Maarten
Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (H)
Upper Prince's Quarter Sint Maarten
Villa Flagrantia, Paradise at your pleasure
Guana Bay Sint Maarten
Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (J)
Sint Maarten
Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay
Sint Maarten
Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (O)
Sint Maarten Sint Maarten
Alizee by Island Properties Online
Queen Conch Road 7 Philipsburg
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.