Simpson Bay Vacation Packages
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Your Simpson Bay Vacation
With a vacation package to Simpson Bay, all the organizing is done beforehand. This gives you a lot more time to discover some of the features that define this beachfront city, such as its lively atmosphere, beaches and cosmopolitan vibe. If sightseeing is on the to-do list during your trip to Simpson Bay, check out leading attractions like Maho Beach, Marigot Market and Fort St. Louis. Don't delay visiting this destination any longer. Your dream Simpson Bay vacation is a couple of clicks away with Expedia.
Top Simpson Bay Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Villas at Simpson Bay Resort
Pelican Key
Price was CA $3,728, price is now CA $1,891 per person
CA $1,891
per person
Jul 16 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,383 reviews)
Staff were not as friendly this time around but everything was very clean and the food at tiki bar is great.
Reviewed on May 16, 2026
Panorama Residences at Monte Vista
Point Blanche
Price was CA $3,494, price is now CA $2,339 per person
CA $2,339
per person
Jul 16 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.6/10 Exceptional! (54 reviews)
Property was beautiful just like the pictures, everything was clean, they explained everything great & made our stay hassle free, even gave complimentary snacks/ mini bar!
Reviewed on May 12, 2026
La Playa Orient Bay
Price was CA $2,661, price is now CA $1,828 per person
CA $1,828
per person
Jul 16 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.4/10 Exceptional! (707 reviews)
The hotel was lovely and the staff were super accommodating and friendly. We enjoyed our vacation and the breakfast being included was really nice. The beach is gorgeous and the hotel is just a few steps away from the ocean. We ate lunch at the restaurant every day, the service was excellent and the staff were always super friendly. The food is great (I’d recommend the sushi or the chicken sandwich) Lots of beautiful dinner options right by the hotel. I cannot recommend La playa enough!
Reviewed on May 16, 2026
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Price was CA $2,170, price is now CA $1,525 per person
CA $1,525
per person
Jul 16 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,008 reviews)
Suzanna and Hattie front desk ladies were fantastic! They helped me out so much! The driver was wonderful all the staff were so friendly! Love them. I will say if you’re not ready to walk up & down stairs, or don’t have a rental car, it was a little tough. Other than that no issues here friends and I enjoyed ourselves.
Reviewed on May 12, 2026
Simpson Bay Beach Vacation
There's nothing like a Simpson Bay vacation to put a spring in your step. The soothing sound of rolling surf and the smell of salty sea air are sure to rejuvenate your mind and body. To be close to the city centre on your trip to Simpson Bay, find a hotel around Simpson Bay Beach (just 2 kilometres away). If you're planning to stay for a while, take a peek at our Simpson Bay vacation deals. Not only will you be able to save cash, you'll also have other amazing beaches near you to explore, like Kim Sha Beach and Lay Bay Beach.
Things You Should Know About Simpson Bay
- Why not think about Simpson Bay beach hotels for your next vacation? See what's available — there's nothing like staying at just minutes from the water.
- If your idea of an amazing beach vacation involves staying in one of our villas, Cocovaa or The Morgan Resort & Spa will suit you perfectly.
Simpson Bay Hotel Deals
The Morgan Resort Spa Village
2 Beacon Hill Road Simpson Bay
Fully refundableReserve now, pay when you stay
The price is CA $417 per night from Jun 7 to Jun 8
CA $417
CA $529 total
Jun 7 - Jun 8
includes taxes & fees
9/10 Wonderful! (2,147 reviews)
Would NOT recommend. My husband and i stayed at the Morgan for our honeymoon for 5 days. I have to be honest, we were so disappointed. Our very first interaction with front desk staff member was poor. I’m assuming she had a frustrating day but she certainly took it out on us. Didn’t greet us, told ...
Reviewed on May 16, 2026
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
Fully refundableReserve now, pay when you stay
The price is CA $310 per night from May 17 to May 18
CA $310
CA $380 total
May 17 - May 18
includes taxes & fees
9/10 Wonderful! (1,733 reviews)
Excellent place to stay!
Reviewed on May 16, 2026
The Villas at Simpson Bay Resort
Billy Folly Road No. 37A Simpson Bay
Fully refundableReserve now, pay when you stay
The price is CA $376 per night from Jun 15 to Jun 16
CA $376
CA $461 total
Jun 15 - Jun 16
includes taxes & fees
9.2/10 Wonderful! (1,385 reviews)
Staff were not as friendly this time around but everything was very clean and the food at tiki bar is great.
Reviewed on May 16, 2026
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.
Discover the most popular places to visit in Simpson Bay
Kim Sha Beach
4/5(17 reviews)
Why not spend a carefree afternoon at Kim Sha Beach during your travels in Simpson Bay? Check out the shops and lively bars in this romantic area.
Hollywood Casino
Bingo, a handful of gambling tables, buffets and piano bars entertain the public at this almost intimate gambling hall.
What to do in Simpson Bay
Half Day Snorkeling Adventure
CA $89
per adult
100% of travellers recommend
High-Speed Ferry to St. Barths
CA $103
per adult
80% of travellers recommend
Tango Sunset Cruise with Caribbean Dinner & Open Bar
CA $116
per adult
94% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
