Exclusive Happy Bay Vacation Deals

Happy Bay vacation package deals

Price found within the past 48 hours. Click for updated prices.
Sapphire Beach Club Resort

Sapphire Beach Club Resort

3 out of 5
Maho
Price was $1,187, price is now $808 per person
$808
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
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 and free WiFi. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $3,040, price is now $1,327 per person
$1,327
per person
Dec 31 - Jan 7
found 1 day ago
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 playground, and barbecue grills are available on site.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Price was $2,158, price is now $1,083 per person
$1,083
per person
Jan 5 - Jan 9
found 1 day ago
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 waterslide, and barbecue grills are available on site.
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Save 100% on your flight
Price was $3,260, price is now $2,103 per person
$2,103
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
This hotel's 4 restaurants and 3 outdoor pools are some of the featured amenities. Guests will appreciate free perks like free self parking and WiFi in public areas. Dry cleaning, luggage storage, and concierge services are also on offer.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Save 100% on your flight
Price was $1,655, price is now $1,076 per person
$1,076
per person
Dec 24 - Dec 28
found 1 day ago
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.
Cupecoy Beach Club

Cupecoy Beach Club

3 out of 5
Maho
Save 100% on your flight
Price was $4,329, price is now $2,955 per person
$2,955
per person
Dec 31 - Jan 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
An outdoor pool is available at this aparthotel.

Frequently asked questions

How much are vacation packages to Happy Bay?
Save a tidy sum on your visit to Happy Bay by combining your flights and hotel into a $808 package. With all that extra cash jangling around in your pocket, why not stay for another night or two and discover even more?
Where can I get the best vacation package deals for Happy Bay?
It's simple — head to Travelocity. With as many as 400 air carriers and 1,000,000 worldwide properties, it's a breeze to find a Happy Bay package deal that fits your budget.
Why should I purchase my Happy Bay vacation package with Travelocity?
We offer round-the-clock support, exceptional service and a Price Match Guarantee. Life is all about the journey — and we have amazing destinations for you to journey to all across the globe. Wander with us and make your hip pocket happy.

Top Happy Bay hotel deals

Lovely room in a nice villa with a big garden, close to Friars bay beach

Lovely room in a nice villa with a big garden, close to Friars bay beach

$96 nightly
The price is $96 total per night
$96 total
Nov 4 - Nov 5
Total with taxes and fees
A terrace and a garden are available at this vacation home.
Air conditioning
Outdoor Space
ON THE BEACH CONDO WITH PANORAMIC VIEW ON GRAND CASE BEACH

ON THE BEACH CONDO WITH PANORAMIC VIEW ON GRAND CASE BEACH

A rooftop terrace is featured at this condo, along with a terrace and laundry facilities.
Kitchen
Washer
Luxury Suite Sea View located in the heart of Grand Case Residence Bleu Marine

Luxury Suite Sea View located in the heart of Grand Case Residence Bleu Marine

$226 nightly
The price is $231 total per night
$231 total
Oct 24 - Oct 25
Total with taxes and fees
This apartment featured laundry facilities and concierge services.
Kitchen
Washer
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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.

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