Front Street District Tours and Activities

Old town Filipsburg. (04.12.14) #travelbug #filipsburg #sxm #sintmaarten
Our View from the Room overlooking Great Bay where the cruise ships dock in Philipsburg
Yoda Guy Movie Exhibit
Philipsburg Courthouse featuring an administrative buidling and street scenes
Yoda Guy Movie Exhibit

Plan a trip to see Front Street District

Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Price was CA $2,006, price is now CA $1,153 per person
CA $1,153
per person
Jun 4 - Jun 11
found 1 hour ago
Roundtrip non-stop flight included
Montreal Metropolitan Airport (YHU) to Philipsburg (SXM)
9.2/10 Wonderful! (1,007 reviews)
We loved this hotel for our family of 4. Lovely staff, unbeatable views/balcony, amazing fully stocked kitchen, delicious breakfast every morning, and wonderful pool too! This place had it all. We loved the location too - ideal to get to beaches on both sides with a rental car. Thank you for a very memorable stay!

Reviewed on Mar 21, 2026

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Price was CA $3,820, price is now CA $1,624 per person
CA $1,624
per person
Jun 4 - Jun 11
found 1 hour ago
Roundtrip non-stop flight included
Montreal Metropolitan Airport (YHU) to Philipsburg (SXM)
9.2/10 Wonderful! (1,387 reviews)
Resort was clean and transportation was readily accessible

Reviewed on Mar 17, 2026

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was CA $3,086, price is now CA $1,375 per person
CA $1,375
per person
Jun 4 - Jun 11
found 1 hour ago
Roundtrip non-stop flight included
Montreal Metropolitan Airport (YHU) to Philipsburg (SXM)
9/10 Wonderful! (1,629 reviews)
Omg! Sint Marteen was AMAZING the resort, PERFECT! Staff were so nice & friendly! They kept me laughing. The stay was so comfortable. I would stay here EVERY TIME! I absolutely loved it! 10/10 HIGHLY RECOMMEND!

Reviewed on Mar 19, 2026

Tours & day trips

See all 76 activities
5 Hour Luxury Catamaran Day Sail in Sint Maarten on The Phoenix

5 Hour Luxury Catamaran Day Sail in Sint Maarten on The Phoenix

Activity duration is 5 hours
9.8 out of 10 with 292 reviews
Free cancellation available
Price is CA $191 per adult
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Private & custom tours

See all 16 activities
The Best of St Maarten Private Sightseeing Tour

The Best of St Maarten Private Sightseeing Tour

Activity duration is 7 hours
10.0 out of 10 with 162 reviews
Free cancellation available
Price is CA $755 per traveller*
The Best of St Maarten Private Sightseeing TourOpens in new tab

History & culture

See all 11 activities
Sky Explorer & Schooner Ride

Sky Explorer & Schooner Ride

Activity duration is 2 hours and 30 minutes
8.0 out of 10 with 3 reviews
Free cancellation available
Price is CA $122 per adult
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Wildlife & nature

See all 6 activities
Divi Little Bay Beach Day Package

Divi Little Bay Beach Day Package

Activity duration is 8 hours
7.6 out of 10 with 14 reviews
Free cancellation available
Price is CA $55 per adult
Divi Little Bay Beach Day PackageOpens in new tab

Popular places to visit

Museum of Sint Maarten which includes art and interior views

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.

Museum of Sint Maarten
Philipsburg Courthouse featuring an administrative buidling and street scenes

Philipsburg Courthouse

4/5(20 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.

Philipsburg Courthouse
Captain Hodge Pier in Philipsburg, Saint Martin, Caribbean

Philipsburg Boardwalk

Philipsburg Boardwalk 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 area's beaches or simply enjoy its restaurants.

Philipsburg Boardwalk
Yoda Guy Movie Exhibit

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 family-friendly area's beautiful beaches and enjoy its top-notch restaurants.

Yoda Guy Movie Exhibit
The Port of St Maarten is one of the most beautiful ports in the Caribbean. It is also one of the few ports in the region that can accommodate the Harmony of the Sea, which is currently the largest cruise ship in the world. Check out our visit to St Maarten: http://travelwith2ofus.com/visiting-and-touring-st-maarten-st-martin-dutch-and-french-sides-in-one-day.php Check out the most beautiful cruise ship ports in the #Caribbean: http://travelwith2ofus.com/the-most-beautiful-cruise-ship-ports-in-the-caribbean.php #Cruise #StMaarten #Cruiseship #travel #SintMarteen #MahoBeach #Dutch #French #SImpsonBay #Lagoon #Marigot #Philipsburg #Blue

Harbour Point Village

Explore the waterfront in Philipsburg with a trip to Harbour Point Village. Check out the shops and top-notch restaurants in this romantic area.

Harbour Point Village
Great Bay Beach showing general coastal views, a sandy beach and a coastal town

Great Bay Beach

4/5(20 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.

Great Bay Beach

Best Lodging Options Near Front Street District

Seaview Beach Hotel

Seaview Beach Hotel

3 out of 5
#85C Front Street Philipsburg
Seaview Beach Hotel
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Front Street 45 Philipsburg
Holland House Beach Hotel
Horizon View Beach Hotel

Horizon View Beach Hotel

3 out of 5
Front Street, 49 Philipsburg
Horizon View Beach Hotel
Luxury Beachfront 2 Bedroom Condo In The Heart Of Philipsburg/Great Bay

Luxury Beachfront 2 Bedroom Condo In The Heart Of Philipsburg/Great Bay

Philipsburg
Luxury Beachfront 2 Bedroom Condo In The Heart Of Philipsburg/Great Bay
Calinago Friendly Family Sxm Home

Calinago Friendly Family Sxm Home

2.5 out of 5
Frontstreet 98 Philipsburg St.Maarten
Calinago Friendly Family Sxm Home
Sea Palace

Sea Palace

3 out of 5
Front Street 147 Philipsburg
Sea Palace
Alicia's Inn

Alicia's Inn

2.5 out of 5
Backstreet 42 Philipsburg
Alicia's Inn
The Castle ᴷ

The Castle ᴷ

Philipsburg
The Castle ᴷ
Philips Scott House Calinago

Philips Scott House Calinago

3 out of 5
77 C.A. Cannegieter St Philipsburg
Philips Scott House Calinago
See all 3,527 properties in Front Street District
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.