Plan a trip to see Philipsburg Boardwalk

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

Simpson Bay Resort, Marina & Spa

Pelican Key

$863

per person

Nov 29 - Dec 5

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

9/10 Wonderful! (1,398 reviews)

Great customer service and great property.

Reviewed on Oct 29, 2025

The Villas at Simpson Bay Resort

$1,271

per person

Jan 3 - Jan 8

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

9.2/10 Wonderful! (1,268 reviews)

Clean , quiet pool area as compared to all inclusive . Extremely well maintained , manicured . Clean rooms . First floor view was great and conveniently close to pool .

Reviewed on Oct 27, 2025

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

$974

per person

Jan 3 - Jan 8

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

9.2/10 Wonderful! (966 reviews)

Keep up your awesome work Team Princess Heghts! Your friends Anvar & Svetlana

Reviewed on Sep 25, 2025

Browse tours and tickets to explore Philipsburg Boardwalk

Tours & day trips

See all 70 activities

Sky Explorer and Flying Dutchman

Free cancellation available

Water activities

See all 20 activities

Divi Little Bay Beach Day Package

Free cancellation available

History & culture

See all 12 activities

Sky Explorer and Flying Dutchman

Free cancellation available

Private & custom tours

See all 9 activities

Best Of St Maarten Private Nightlife Tour

Free cancellation available

Wildlife & nature

See all 6 activities

Divi Little Bay Beach Day Package

Free cancellation available

Popular places to visit

Yoda Guy Movie Exhibit

You can spend an afternoon exploring the galleries in Yoda Guy Movie Exhibit during your trip to Philipsburg. Amble around this romantic area's beautiful beaches and enjoy its top-notch restaurants.

Philipsburg Courthouse

4/5(135 reviews)

Philipsburg Courthouse is just one of the places to see in Philipsburg, so why not enjoy the other things to explore during your travels? Stroll along the beautiful beaches or visit the shops in this romantic area.

Museum of Sint Maarten featuring art and interior views

Front Street District

You can search for that perfect souvenir at Front Street District during your trip to Philipsburg.

Museum of Sint Maarten

Discover where the native population originally came from and learn about major events in the island’s colonial, social and natural past.

Great Bay Beach

4.5/5(88 reviews)

If a restful vacation is part of your travel plans, Great Bay Beach might be the perfect place to seek out during your trip to Philipsburg. Check out the shops and top-notch restaurants in this romantic area.