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Simpson Bay flight + hotel vacation packages

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Save 100% on your flight
per person
Jun 25 - Jul 2
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
A marina, 3 restaurants, and 6 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Save 100% on your flight
per person
Jun 25 - Jul 2
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
This smoke-free resort features a private beach, a full-service spa, and a marina. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a waterslide, and barbecue grills are available on site.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Save 100% on your flight
per person
Jun 25 - Jul 2
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
This hotel features an outdoor pool and a 24-hour gym. Families will appreciate the waterslide, onsite laundry facilities, and in-room childcare. Guests will appreciate free perks like free self parking and WiFi in public areas.
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Save 100% on your flight
per person
Jun 25 - Jul 2
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Families will appreciate the onsite laundry facilities and babysitting.
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Save 100% on your flight
per person
Jun 25 - Jul 2
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
A restaurant and a bar/lounge are featured at this hotel. Dine at the beachfront restaurant and relax with beach umbrellas. WiFi in public areas is free.
Prices and availability subject to change. Additional terms may apply.

Top Simpson Bay hotels deals

The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road, Simpson Bay
Free Cancellation
Reserve now, pay when you stay
The price is $252 per night
$252
per night
Apr 28 - Apr 29
A full-service spa, an outdoor pool, and a restaurant are all featured at this resort. Enjoy the gym and perks like free valet parking and a free airport shuttle. There's a bar/lounge on site, and concierge services and free newspapers are also provided.
Breakfast available
Pool
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Billy Folly Road No. 37A, Simpson Bay
Free Cancellation
Reserve now, pay when you stay
The price is $230 per night
$230
per night
Apr 20 - Apr 21
A marina, 3 restaurants, and 6 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site.
Breakfast available
Pool
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37, Simpson Bay
Free Cancellation
Reserve now, pay when you stay
The price is $168 per night
$168
per night
May 18 - May 19
This smoke-free resort features a private beach, a full-service spa, and a marina. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a waterslide, and barbecue grills are available on site.
Breakfast available
Pool
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

3.5 out of 5
Pelican Key, Simpson Bay, 6 Billy Folly, Simpson Bay
Free Cancellation
Reserve now, pay when you stay
The price is $218 per night
$218
per night
Apr 26 - Apr 27
This resort features a bar/lounge, a poolside bar, and an outdoor pool. Enjoy the gym and perks like free self parking. A 24-hour business center, a snack bar/deli, and laundry facilities are also on offer.
Pool
Parking included
Atrium Beach Resort and Spa St Maarten a Ramada by Wyndham

Atrium Beach Resort and Spa St Maarten a Ramada by Wyndham

3 out of 5
Billy Folly Road #6, Simpson Bay
Free Cancellation
Reserve now, pay when you stay
The price is $139 per night
$139
per night
Apr 21 - Apr 22
A full-service spa and an outdoor pool are featured at this smoke-free hotel. Families will appreciate the children's pool, onsite laundry facilities, and in-room childcare. Enjoy the 24-hour gym and perks like free self parking and free WiFi.
Pool
Spa
Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten

3.5 out of 5
115 Welfare Road, Simpson Bay
Free Cancellation
Reserve now, pay when you stay
The price is $267 per night
$267
per night
Apr 20 - Apr 21
A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free resort. Enjoy the gym and perks like free self parking. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.
Pool
Spa
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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.

Popular places to visit

Image for Kim Sha Beach

Kim Sha Beach

4/5(49 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.

Kim Sha Beach
Image for Hollywood Casino

Hollywood Casino

4/5(9 reviews)

Why not roll the dice with a visit to Hollywood Casino during your visit to Simpson Bay? Stroll along the beautiful beaches in this romantic area, or check out its top-notch restaurants.

Hollywood Casino
Image for Simpson Bay Beach

Simpson Bay Beach

4/5(14 reviews)

Why not spend a lazy afternoon at Simpson Bay Beach during your trip to Simpson Bay? Check out the shops and top-notch restaurants in this romantic area.

Simpson Bay Beach

Frequently asked questions

How much are vacation packages to Simpson Bay?
Treat yourself to an unforgettable experience in Simpson Bay with a vacation package starting at just $790. Organizing your hotels, tours and flights through Travelocity is easy. And even better, our package deals will leave you with more savings for fun times.
How long should my Simpson Bay vacation be?
Many visitors pack their suitcase and vacation in Simpson Bay for approximately 4 nights. That gives you an idea of time frames, but don’t be restricted by it. Whether you only stay a few nights to see the main sights or settle in to experience this place like a local, an epic adventure awaits.
Where can I get the best vacation package deals for Simpson Bay?
For an amazing Simpson Bay package deal, book with Travelocity. Pick from as many as 400 partner airlines and 1,000,000 properties around the globe to create your ideal escape — you’re spoiled for choice!
Why should I purchase my Simpson Bay vacation package via Travelocity?
Whether you’re planning an epic vacation or a last-minute weekend escape, we have many alluring destinations to choose from at a fantastic price. In addition, we provide 24/7 customer support, superb service and a Price Match Guarantee. Save yourself the effort and time and reserve your dream vacation today.
Will I save money on my Simpson Bay car rental if I bundle it with hotels and flights?
Definitely. And our Simpson Bay vacation packages are the perfect way to do it. With only a few clicks you can save cash as well as time by bundling your bookings. Collect the keys to your rental car then chart your own course. Need to fill your itinerary? Add a few tours to your package and make savings on those too.
What is the best time of year to go to Simpson Bay?
Go on vacation in and spend more cash on awesome experiences, not your hotel room. This is the most cost-effective month to arrange your stay. Prices are at their highest in , so avoid traveling during this time if you’re on a shoestring budget. March, May and July are the tourist season months in Simpson Bay. You’ll need to book beforehand and be ready to pay premium rates. September, November and December are the quietest months to visit.
Which airport is best for Simpson Bay?
The main airport is Princess Juliana Intl. Airport (SXM), which is 1 mi west of the center of Simpson Bay.
What is there to do in Simpson Bay?
While hopping off the tourist trail can be rewarding, you shouldn’t ignore the big-name attractions that make a place famous. Simpson Bay Beach and Flamingo Beach are just two of them in Simpson Bay.
Where should I stay when visiting Simpson Bay?
If you’re searching for somewhere to spend your nights, consider the Flamingo Beach Resort by Diamond Resorts. It’s the top pick for many travelers.

Where to stay in Simpson Bay: Best areas for travelers