Schedule in a boat cruise around the calm waters of Happy Bay. There's no better way to discover its spectacular natural beauty.

This inlet along the shoreline is on the to-do lists of many visitors to Grand Case. But Happy Bay isn't the only drawcard here. Pinel Island, Marigot Market, and Fort St. Louis are some other worthwhile sights nearby.

Plan a trip to see Happy Bay

Price found within the past 48 hours. Click for updated prices.

The Villas at Simpson Bay Resort

Pelican Key

$891

per person

May 9 - May 13

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

9.2/10 Wonderful! (1,382 reviews)

Pool, Beach , restaurants , shops , coffee / snack bar , what’s there not to love! We used the very nice gym daily although an extra charge of 5/6$ per visit . Bartender at the main pool bar was fabulous ! Rolls weee comfortable , my boys loved the Murphy beds . Market close by , can walk to all the restaurants . Booked a second floor villa and it was perfect ! Loved this resort for our family spring break !

Reviewed on Apr 5, 2026

Simpson Bay Resort, Marina & Spa

Pelican Key

$1,075

per person

Jun 23 - Jun 30

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

8.8/10 Excellent! (1,635 reviews)

Amazing resort. So big and so many things to do! Highly recommend!! Best beach!

Reviewed on Apr 6, 2026

Panorama Residences at Monte Vista

Point Blanche

Save 100% on your flight

$1,467

per person

Jun 23 - Jun 30

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

9.6/10 Exceptional! (42 reviews)

The check in process wasn’t easy but a nice property

Reviewed on Apr 5, 2026

Browse tours and tickets to explore Happy Bay

Tours & day trips

See all 199 activities

Anguilla Getaway Cruise

Free cancellation available

Private & custom tours

See all 50 activities

Two Islands, Twice the Fun

Free cancellation available

Adventure & outdoor

See all 50 activities

High-Speed Ferry to St. Barths

Food, drink & nightlife

See all 15 activities

Tango Sunset Cruise with Caribbean Dinner & Open Bar

Free cancellation available

Wildlife & nature

See all 12 activities

Divi Little Bay Beach Day Package

Free cancellation available

Popular places to visit

Happy Bay Beach

If a restful vacation is part of your travel plans, Happy Bay Beach might be the perfect place to seek out during your trip to Grand Case. Discover the beautiful sunsets and top-notch restaurants in this walkable area.

Friars' Bay Beach

Why not spend a lazy afternoon at Friars' Bay Beach during your trip to La Savane? While you're in the area, stroll along the beaches.

Friar's Bay

Commune with nature and explore the great outdoors at Friar's Bay during your travels in La Savane. While you're in the area, stroll along the beaches.

Grand Case Beach

Why not spend a carefree afternoon at Grand Case Beach during your travels in Grand Case? Discover the beautiful sunsets and charming cafes in this romantic area.

Fort St. Louis

You can find out about the history of Marigot with a stop at Fort St. Louis. Amble around this romantic area's beautiful beaches and enjoy its top-notch restaurants.

Anse Marcel Beach

If a restful vacation is part of your travel plans, Anse Marcel Beach might be the perfect place to seek out during your trip to Anse Marcel. While in this relaxing area, you can savor the top-notch restaurants.