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Book Exclusive Simpson Bay Vacation Packages

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Where to stay in Simpson Bay: Best areas for travelers

Simpson Bay flight + hotel packages

Belmond La Samanna

Belmond La Samanna

5 out of 5
$3,075

$2,955

per person
Feb 22 - Feb 27
Roundtrip flight included
Newark (EWR) to Philipsburg (SXM)

This luxury hotel features a private beach, a full-service spa, and 3 restaurants. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Families will appreciate the children's club, kid-friendly dining, and in-room childcare.…

2021 Simpson Bay vacations

Belmond La Samanna

Belmond La Samanna

5 out of 5
$3,075

$2,955

per person
Feb 22 - Feb 27
Roundtrip flight included
Newark (EWR) to Philipsburg (SXM)

This luxury hotel features a private beach, a full-service spa, and 3 restaurants. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Families will appreciate the children's club, kid-friendly dining, and in-room childcare.…

La Playa Orient Bay

La Playa Orient Bay

4 out of 5
$1,870

$1,865

per person
Feb 11 - Feb 17
Roundtrip flight included
Providence (PVD) to Philipsburg (SXM)

This hotel features a restaurant, an outdoor pool, and a beach bar. Families will appreciate the onsite laundry facilities and supervised childcare. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.…

Top Simpson Bay hotels deals

Simpson Bay Resort, Marina & Spa
Simpson Bay Resort, Marina & Spa
4 out of 5
Billy Folly Road 37, Simpson Bay
The price is $195 per night
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 Villas at Simpson Bay Beach Resort and Marina
The Villas at Simpson Bay Beach Resort and Marina
4 out of 5
Billy Folly Road No. 37A, Simpson Bay
The price is $210 per night
This smoke-free resort features a nightclub, a marina, and 3 restaurants. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside ...
Flamingo Beach Resort by Diamond Resorts
Flamingo Beach Resort by Diamond Resorts
3.5 out of 5
6 Billy Folly Rd, Simpson Bay
Free Cancellation
Reserve now, pay when you stay
The price is $153 per night
This resort features a restaurant, an outdoor pool, and a poolside bar. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free ...
Royal Palm Beach Resort by Diamond Resorts
Royal Palm Beach Resort by Diamond Resorts
3.5 out of 5
115 Welfare Road, Cole Bay, Simpson Bay
Free Cancellation
Reserve now, pay when you stay
The price is $179 per night
This resort features a restaurant, an outdoor pool, and a swim-up bar. Enjoy a day at the beach snorkeling, or relax with beach umbrellas. Enjoy the outdoor ...
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 $76 per night
This resort features an outdoor pool and a 24-hour fitness center. Families will appreciate the children's pool, onsite laundry facilities, and in-room childcare. ...
Mary's Boon Beach Resort & Spa
Mary's Boon Beach Resort & Spa
3 out of 5
117 Simpson Bay Road, Simpson Bay
The price is $135 per night
A full-service spa, an outdoor pool, and a restaurant are all featured at this romantic hotel. Enjoy beachfront dining and relax with free beach cabanas and ...
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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 in Simpson Bay

Image for Kim Sha Beach

Kim Sha Beach

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

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

Hollywood Casino
Image for Orient Bay Beach

Orient Bay Beach

Nothing says vacation like spending a lazy day at Orient Bay Beach, a popular beach in Orient Bay. Check out the lively bars or top-notch restaurants in this relaxing area.

Orient Bay Beach
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Frequently asked questions

How much are vacation packages to Simpson Bay?
With a Travelocity vacation package, you can live it up in Simpson Bay for as low as $1,865. Flights, hotels and experiences — we’ve got you. You’re bound to save loads just by combining your bookings together. And with everything taken care of before you go, you won’t have a care in the world.
How long should my Simpson Bay vacation be?
If you’re looking for some guidance, most travelers spend approximately 4 nights vacationing in Simpson Bay. But to uncover the true spirit of this destination, stay a bit longer. You’ll be able to see more and really take in the local culture.
Where can I get the best vacation package deals for Simpson Bay?
Travelocity is where to go to score a terrific Simpson Bay package deal. Select from 400 air carriers and 665,000 properties all over the globe and craft a travel itinerary that suits your style. With this amount of choice at your fingertips, it’s easy to organize your next big escape.
Why should I book my Simpson Bay vacation package with Travelocity?
Fantastic savings, countless enticing destinations and 24/7 customer service — that’s why. And with our Price Match Guarantee, you can rest easy knowing that you’ll always score the best possible deal with Travelocity.
Can I save money on my Simpson Bay car rental if I combine it with hotels and flights?
Certainly. And our Simpson Bay vacation packages are the perfect way to do it. With only a few clicks you can save money and time by booking everything in one place. Collect the keys to your rental car then set your own course. Looking for things to do? 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?
If a tight budget is what’s driving your decision making, you’ll score the best prices in September. February is the costliest month. Most visitors venture here during August, July, June. If you prefer to avoid peak time, it’s likely to be more peaceful around January, October, December.
Which airport is best for Simpson Bay?
Philipsburg (SXM-Princess Juliana Intl.) is the gateway for travelers jetting to Simpson Bay. Once you touch down, you’ll be 1 mi west of the center of town.
What is there to do in Simpson Bay?
Kim Sha Beach deserves a spot on your must-see list. After you’ve checked off this renowned attraction, simply roam through the streets of Simpson Bay and learn what really makes this vibrant place tick.
Where should I stay when visiting Simpson Bay?
Many travelers like to spend their evenings in Pelican Key. Lock in a room at the Simpson Bay Beach Resort and Marina (4.0 stars) or the Flamingo Beach Resort by Diamond Resorts (3.5 stars) and you’ll no doubt have a comfortable night’s sleep.

^Savings based on all package bookings with Flight + Hotel made on Travelocity.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.