Exclusive Happy Bay Vacation Deals

Happy Bay vacation package deals

Price found within the past 48 hours. Click for updated prices.
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Oyster Pond
Save 100% on your flight
Price was $1,237, price is now $715 per person
$715
per person
May 16 - May 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
This resort features a full-service spa, a marina, and 2 restaurants. Families will appreciate the children's pool, onsite laundry facilities, and in-room childcare. Enjoy the outdoor pool and perks like free WiFi.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Price was $2,390, price is now $1,013 per person
$1,013
per person
May 16 - May 23
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.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $2,178, price is now $926 per person
$926
per person
May 16 - May 23
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.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Price was $1,631, price is now $787 per person
$787
per person
May 16 - May 23
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.
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Save 100% on your flight
Price was $2,246, price is now $1,363 per person
$1,363
per person
May 16 - May 23
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 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.
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Save 100% on your flight
Price was $1,573, price is now $991 per person
$991
per person
May 16 - May 23
found 1 day ago
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 in-room childcare.

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 $715 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 , close to Friars bay and happy bay

Lovely room in a nice villa , close to Friars bay and happy bay

Saint-martin Saint-martin
$96 nightly
The price is $96 total per night
$96 total
Mar 25 - Mar 26
Total with taxes and fees
A terrace and a garden are available at this vacation home.
Air conditioning
Outdoor Space
Superbe Appartement Cosy Avec Jardin

Superbe Appartement Cosy Avec Jardin

SAINT-MARTIN
This apartment features a garden, a living plant wall, and laundry facilities. Barbecue grills are provided for your convenience.
Kitchen
Washer
MAGNIFIQUE VILLA KYLA'S the most beautiful sea view in the Caribbean with POOL

MAGNIFIQUE VILLA KYLA'S the most beautiful sea view in the Caribbean with POOL

Collectivity of Saint Martin Collectivity of Saint Martin
This villa features a garden, laundry facilities, and barbecue grills.
Pool
Kitchen
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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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