Title: Front Street District in Downtown Philipsburg - Tours and Activities | Expedia.ca [Front Street District Hotels](https://expedia.ca/Front-Street-District-Hotels.0-l953563122636353536-0.Travel-Guide-Filter-Hotels)[Front Street District Car Rentals](https://expedia.ca/Car-Rentals-In-Front-Street-District.d953563122636353536.Car-Rental-Guide)[Downtown Philipsburg Vacations](https://expedia.ca/Downtown-Philipsburg.d953563676148154368.Destination-Travel-Guides) # Front Street District Tours and Activities ![Old town Filipsburg. (04.12.14) #travelbug #filipsburg #sxm #sintmaarten](https://images.trvl-media.com/place/3331/37cc16e5-16a1-44b5-859c-0b18606abf52.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Old town Filipsburg. (04.12.14) #travelbug #filipsburg #sxm #sintmaarten](https://images.trvl-media.com/place/3331/37cc16e5-16a1-44b5-859c-0b18606abf52.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Our View from the Room overlooking Great Bay where the cruise ships dock in Philipsburg ](https://images.trvl-media.com/place/3331/47861ef7-2c48-4b24-afcb-f00bb084f576.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Yoda Guy Movie Exhibit](https://images.trvl-media.com/place/553248621532873754/0fec0eb9-3614-482c-89e0-c17b55458772.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Philipsburg Courthouse featuring an administrative buidling and street scenes](https://images.trvl-media.com/place/553248621560505625/47d8c2b9-c713-4320-88c5-b73d416227cf.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Front Street District Activities --- --- ## 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](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/3eb207bd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Princess Heights Luxury Boutique Condo Hotel Oyster Pond CA $1,229 per person Apr 17 - Apr 23 found 16 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Philipsburg (SXM) 9.2/10 Wonderful! (973 reviews) Very nice rooms, pool and workout room. Staff was very nice, friendly and accommodating. Reviewed on Feb 10, 2026 ![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Simpson Bay Resort, Marina & Spa Pelican Key CA $2,505 per person Mar 27 - Apr 3 found 1 day ago Roundtrip non-stop flight included Halifax (YHZ) to Philipsburg (SXM) 9/10 Wonderful! (1,463 reviews) Room was dark, and view was a parking lot. Certainly not what pictures showed. Reviewed on Feb 13, 2026 ![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Villas at Simpson Bay Resort Pelican Key CA $1,833 per person Apr 17 - Apr 23 found 16 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Philipsburg (SXM) 9.2/10 Wonderful! (1,309 reviews) The room was clean and the staff was great. Reviewed on Feb 13, 2026 ### Tours & day trips [See all 68 activities](https://expedia.ca/things-to-do/search?&rid=953563122636353536&location=Front+Street+District&filter.categories=ToursDayTrips) ![Sky Explorer and Flying Dutchman](https://mediaim.expedia.com/localexpert/466220/0efa206f-193d-4006-b598-b7d4939cada2.jpg?impolicy=resizecrop&rw=500&rh=280) ### Sky Explorer and Flying Dutchman 2h 30m 8/10 31 reviews Free cancellation available CA $148 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/sky-explorer-and-flying-dutchman.a466220.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ![Divi Little Bay Beach Day Package](https://mediaim.expedia.com/localexpert/253576/4c01f6c4-84ca-4404-9fae-980bf18c2f4c.jpg?impolicy=resizecrop&rw=500&rh=280) ### Divi Little Bay Beach Day Package 8h 7.6/10 14 reviews Free cancellation available CA $54 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/divi-little-bay-beach-day-package.a253576.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ![Ultimate Prickly Pear and Anguilla Experience](https://mediaim.expedia.com/localexpert/2134171/387ce72a-e3db-4bde-a444-397fb570091c.jpg?impolicy=resizecrop&rw=500&rh=280) ### Ultimate Prickly Pear and Anguilla Experience 8h 8.6/10 19 reviews Free cancellation available CA $237 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/ultimate-prickly-pear-and-anguilla-experience.a2134171.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ![5 Hour Luxury Catamaran Day Sail in Sint Maarten on The Phoenix](https://mediaim.expedia.com/localexpert/4947103/5e11a2a8-3fb1-4c40-a29a-aad76bb51c9c.jpg?impolicy=resizecrop&rw=500&rh=280) ### 5 Hour Luxury Catamaran Day Sail in Sint Maarten on The Phoenix 5h 10/10 8 reviews Free cancellation available CA $189 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/5-hour-luxury-catamaran-day-sail-in-sint-maarten-on-the-phoenix.a4947103.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ![Guided quad bike/QUAD Tour of Sint Maarten/St. Martin](https://mediaim.expedia.com/localexpert/46400966/417db8c0-54d9-46af-ae07-4330951a65d5.jpg?impolicy=resizecrop&rw=500&rh=280) ### Guided quad bike/QUAD Tour of Sint Maarten/St. Martin 4h 10/10 4 reviews Free cancellation available CA $980 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/4-hour-guided-quad-bike-quad-tour-of-sint-maarten-st-martin.a46400966.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ![Speed Boat & Snorkelling Tour Pinel & Tintamarre Islands for CRUISE SHIP GU...](https://mediaim.expedia.com/localexpert/1707466/44fb609f-1430-41e1-86d1-e2971ebfa090.jpg?impolicy=resizecrop&rw=500&rh=280) ### Speed Boat & Snorkelling Tour Pinel & Tintamarre Islands for CRUISE SHIP GU... 6h 8/10 4 reviews Free cancellation available CA $203 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/speed-boat-snorkelling-tour-pinel-tintamarre-islands-for-cruise-ship-guests.a1707466.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ![Captain Bob Speed Boat, Snorkelling, Beach Tour & Lunch St Maarten](https://mediaim.expedia.com/localexpert/1568071/6f006b52-c6fc-4507-8895-f13602f3ac8b.jpg?impolicy=resizecrop&rw=500&rh=280) ### Captain Bob Speed Boat, Snorkelling, Beach Tour & Lunch St Maarten 6h 9/10 16 reviews Free cancellation available CA $189 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/captain-bob-speed-boat-snorkelling-beach-tour-lunch-st-maarten.a1568071.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ![Sint Maarten: Luxury Catamaran Day Sail with Lunch & Drinks](https://mediaim.expedia.com/localexpert/47911497/865b1ccc-74c8-48ac-b5a1-fdb02b42819a.jpg?impolicy=resizecrop&rw=500&rh=280) ### Sint Maarten: Luxury Catamaran Day Sail with Lunch & Drinks 5h 10/10 1 review Free cancellation available CA $189 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/sint-maarten-luxury-catamaran-day-sail-with-lunch-drinks.a47911497.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ![For cruise passengers: Guided quad bike Tour of Dutch & French St. Maarten](https://mediaim.expedia.com/localexpert/2118561/cd66fd25-ebf2-4877-bb34-b4e511beaa57.jpg?impolicy=resizecrop&rw=500&rh=280) ### For cruise passengers: Guided quad bike Tour of Dutch & French St. Maarten 4h Free cancellation available CA $163 includes taxes & fees per traveller [](https://www.expedia.ca/things-to-do/for-cruise-passengers-guided-quad-bike-tour-of-dutch-french-st-maarten.a2118561.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ![Tropical Catamaran Snorkelling, Sailing And Beach Experience](https://mediaim.expedia.com/localexpert/1680256/65f1a262-8b78-41c7-81fa-1b3e170e2c89.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tropical Catamaran Snorkelling, Sailing And Beach Experience 6h 10/10 4 reviews Free cancellation available CA $180 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/tropical-catamaran-snorkelling-sailing-and-beach-experience.a1680256.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ### History & culture [See all 11 activities](https://expedia.ca/things-to-do/search?&rid=953563122636353536&location=Front+Street+District&filter.categories=HistoryCulture) ![Sky Explorer and Flying Dutchman](https://mediaim.expedia.com/localexpert/466220/0efa206f-193d-4006-b598-b7d4939cada2.jpg?impolicy=resizecrop&rw=500&rh=280) ### Sky Explorer and Flying Dutchman 2h 30m 8/10 31 reviews Free cancellation available CA $148 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/sky-explorer-and-flying-dutchman.a466220.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ![Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line](https://mediaim.expedia.com/localexpert/466226/f1e62739-a072-49a6-976a-ce1a3facd837.jpg?impolicy=resizecrop&rw=500&rh=280) ### Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line 3h 9/10 29 reviews Free cancellation available CA $217 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/sky-explorer-flying-dutchman-schooner-sentry-hill-line.a466226.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ![Sky Explorer & Schooner Ride](https://mediaim.expedia.com/localexpert/466222/1f471c3d-09da-48be-aeee-211e62e364b3.jpg?impolicy=resizecrop&rw=500&rh=280) ### Sky Explorer & Schooner Ride 2h 30m 7/10 2 reviews Free cancellation available CA $121 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/sky-explorer-schooner-ride.a466222.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ![Sky Explorer, Sentry Hill and Zipline Tour](https://mediaim.expedia.com/localexpert/466224/952a5546-36c9-4af5-a10f-167a8ddef90c.jpg?impolicy=resizecrop&rw=500&rh=280) ### Sky Explorer, Sentry Hill and Zipline Tour 2h 30m 2/10 1 review Free cancellation available CA $135 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/sky-explorer-sentry-hill-and-zipline-tour.a466224.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ![St.Martin - St.Maarten: Small Group, Visit Our Artists, Art Tour](https://mediaim.expedia.com/localexpert/1186881/35f579a4-dd8d-458c-87bc-1cfc352bf689.jpg?impolicy=resizecrop&rw=500&rh=280) ### St.Martin - St.Maarten: Small Group, Visit Our Artists, Art Tour 4h Free cancellation available CA $121 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/st-martin-st-maarten-small-group-visit-our-artists-art-tour.a1186881.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ![The Best of St Maarten Private Sightseeing Tour](https://mediaim.expedia.com/localexpert/4395440/62e0216f-2188-4d0f-b9ce-35f6e9e94aa3.jpg?impolicy=resizecrop&rw=500&rh=280) ### The Best of St Maarten Private Sightseeing Tour 7h Free cancellation available CA $749 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/the-best-of-st-maarten-private-sightseeing-tour.a4395440.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ![St. Martin - St. Maarten: Small Group, History Tour](https://mediaim.expedia.com/localexpert/1186883/34087571-4d97-407e-a31a-572545806774.jpg?impolicy=resizecrop&rw=500&rh=280) ### St. Martin - St. Maarten: Small Group, History Tour 4h 10/10 1 review Free cancellation available CA $121 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/null.a1186883.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ![Philipsburg by Bicycle and Beachtime](https://mediaim.expedia.com/localexpert/50743830/f41641fe-0c44-4e7c-9048-1fb57e6485de.jpg?impolicy=resizecrop&rw=500&rh=280) ### Philipsburg by Bicycle and Beachtime 3h Free cancellation available CA $85 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/philipsburg-by-bicycle-and-beachtime.a50743830.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ![Pirate Scavenger Hunt in Philipsburg](https://mediaim.expedia.com/localexpert/49776527/efd070c8-1e25-4f04-a6f3-ecb2f295ec16.jpg?impolicy=resizecrop&rw=500&rh=280) ### Pirate Scavenger Hunt in Philipsburg 2h Free cancellation available CA $39 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/pirate-scavenger-hunt-in-philipsburg.a49776527.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ![Celebrity Island Adventure Tours](https://mediaim.expedia.com/localexpert/50733007/806132b8-f399-49e5-bba6-efe7420771d9.jpg?impolicy=resizecrop&rw=500&rh=280) ### Celebrity Island Adventure Tours 5h Free cancellation available CA $150 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/celebrity-island-adventure-tours.a50733007.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ### Private & custom tours [See all 10 activities](https://expedia.ca/things-to-do/search?&rid=953563122636353536&location=Front+Street+District&filter.categories=Privatecustomtours) ![Best Of St Maarten Private Nightlife Tour](https://mediaim.expedia.com/localexpert/4952871/b12fba3b-82df-4a08-850b-2ea9a186e107.jpg?impolicy=resizecrop&rw=500&rh=280) ### Best Of St Maarten Private Nightlife Tour 6h Free cancellation available CA $339 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/best-of-st-maarten-private-nightlife-tour.a4952871.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ![The Best of St Maarten Private Sightseeing Tour](https://mediaim.expedia.com/localexpert/4395440/62e0216f-2188-4d0f-b9ce-35f6e9e94aa3.jpg?impolicy=resizecrop&rw=500&rh=280) ### The Best of St Maarten Private Sightseeing Tour 7h Free cancellation available CA $749 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/the-best-of-st-maarten-private-sightseeing-tour.a4395440.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ![Mojito - Full Day Private Catamaran Cruise - Sint Maarten](https://mediaim.expedia.com/localexpert/46411629/9b3d38d1-12fc-44d0-b33d-da7e1b29e2d7.jpg?impolicy=resizecrop&rw=500&rh=280) ### Mojito - Full Day Private Catamaran Cruise - Sint Maarten 8h Free cancellation available CA $1,362 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/full-day-private-catamaran-cruise-sint-maarten-mojito-44.a46411629.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ![Knot at Work - Private Catamaran Tour in St Maarten - Full day](https://mediaim.expedia.com/localexpert/47475284/ce42d87d-7c2d-4129-b4d8-8b57042bcc29.jpg?impolicy=resizecrop&rw=500&rh=280) ### Knot at Work - Private Catamaran Tour in St Maarten - Full day 8h Free cancellation available CA $1,307 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/sunkiss-private-catamaran-cruise-tour-in-st-maarten-full-day.a47475284.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ![Private Sailboat Charter in St Maarten](https://mediaim.expedia.com/localexpert/1150171/78c838db-1566-4690-8b43-9e213e6af419.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Sailboat Charter in St Maarten 7h Free cancellation available CA $4,494 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/private-sailboat-charter-in-st-maarten.a1150171.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ![Private Jet Ski Island Adventure from Sint Maarten](https://mediaim.expedia.com/localexpert/50325133/cc805c97-e0ca-48ea-b946-163dfa63cea3.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Jet Ski Island Adventure from Sint Maarten 2h Free cancellation available CA $313 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/private-jet-ski-island-adventure-from-sint-maarten.a50325133.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ![Billy Bones Exclusive Private Charter Around St.Maarten](https://mediaim.expedia.com/localexpert/1730250/007d2dbe-7530-4854-af45-fa074c8582c2.jpg?impolicy=resizecrop&rw=500&rh=280) ### Billy Bones Exclusive Private Charter Around St.Maarten 7h 10/10 2 reviews Free cancellation available CA $1,328 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/billy-bones-private-charter-around-st-maarten.a1730250.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ![Celebrity Island Adventure Tours](https://mediaim.expedia.com/localexpert/50733007/806132b8-f399-49e5-bba6-efe7420771d9.jpg?impolicy=resizecrop&rw=500&rh=280) ### Celebrity Island Adventure Tours 5h Free cancellation available CA $150 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/celebrity-island-adventure-tours.a50733007.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ![Indulge with Acra Private Caribbean Boat Charter](https://mediaim.expedia.com/localexpert/50273799/5104029d-bd58-4d3c-9066-8cb992244bef.jpg?impolicy=resizecrop&rw=500&rh=280) ### Indulge with Acra Private Caribbean Boat Charter 6h Free cancellation available CA $1,974 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/indulge-with-acra-private-caribbean-boat-charter.a50273799.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ### Wildlife & nature [See all 6 activities](https://expedia.ca/things-to-do/search?&rid=953563122636353536&location=Front+Street+District&filter.categories=WildlifeNature) ![Divi Little Bay Beach Day Package](https://mediaim.expedia.com/localexpert/253576/4c01f6c4-84ca-4404-9fae-980bf18c2f4c.jpg?impolicy=resizecrop&rw=500&rh=280) ### Divi Little Bay Beach Day Package 8h 7.6/10 14 reviews Free cancellation available CA $54 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/divi-little-bay-beach-day-package.a253576.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ![SeaTrek Tour St Maarten](https://mediaim.expedia.com/localexpert/49504472/f7cc492e-61bd-44bb-9a8a-caf697b1a875.jpg?impolicy=resizecrop&rw=500&rh=280) ### SeaTrek Tour St Maarten 2h 15m 10/10 1 review Free cancellation available CA $162 includes taxes & fees per traveller [](https://www.expedia.ca/things-to-do/seatrek-st-maarten-at-rainforest-adventures.a49504472.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ![4x4 Jeep Safari and Beach](https://mediaim.expedia.com/localexpert/50481727/abe81018-1013-4dab-9a2d-7792220345ec.jpg?impolicy=resizecrop&rw=500&rh=280) ### 4x4 Jeep Safari and Beach 4h Free cancellation available CA $102 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/4x4-jeep-safari-and-beach.a50481727.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ![St. Maarten: Great Bay Kayak Rental](https://mediaim.expedia.com/localexpert/50498366/017fea69-ee52-4351-a9fa-774356ef5048.jpg?impolicy=resizecrop&rw=500&rh=280) ### St. Maarten: Great Bay Kayak Rental 1h Free cancellation available CA $102 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/st-maarten-great-bay-kayak-rental.a50498366.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ![4 Hour quad bike Guided Tour](https://mediaim.expedia.com/localexpert/50685856/528afa10-78b9-4295-887d-6b106796f909.jpg?impolicy=resizecrop&rw=500&rh=280) ### 4 Hour quad bike Guided Tour 4h Free cancellation available CA $163 includes taxes & fees per traveller [](https://www.expedia.ca/things-to-do/4-hour-quad-bike-guided-tour.a50685856.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ![4x4 Jeep Safari and Beach Private](https://mediaim.expedia.com/localexpert/50681447/18cb6b4b-25ad-4df1-a49b-a31597a81749.jpg?impolicy=resizecrop&rw=500&rh=280) ### 4x4 Jeep Safari and Beach Private 4h Free cancellation available CA $463 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/4x4-jeep-safari-and-beach-private.a50681447.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ### Classes & workshops [See all 3 activities](https://expedia.ca/things-to-do/search?&rid=953563122636353536&location=Front+Street+District&filter.categories=ClassesWorkshops) ![Sint Maarten: Luxury Catamaran Day Sail with Lunch & Drinks](https://mediaim.expedia.com/localexpert/47911497/865b1ccc-74c8-48ac-b5a1-fdb02b42819a.jpg?impolicy=resizecrop&rw=500&rh=280) ### Sint Maarten: Luxury Catamaran Day Sail with Lunch & Drinks 5h 10/10 1 review Free cancellation available CA $189 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/sint-maarten-luxury-catamaran-day-sail-with-lunch-drinks.a47911497.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ![Sunset Soca Dance Afro Caribbean Rhythms](https://mediaim.expedia.com/localexpert/49765915/02f64c97-10d2-446d-98b6-43c784adf335.jpg?impolicy=resizecrop&rw=500&rh=280) ### Sunset Soca Dance Afro Caribbean Rhythms 1h Free cancellation available CA $61 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/sunset-soca-dance-afro-caribbean-rhythms.a49765915.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ![Sunset and Paint Activity from Philipsburg, Sint Maarten](https://mediaim.expedia.com/localexpert/49773558/ad2fb9e4-1fd3-466f-b96f-e2bc306a13ad.jpg?impolicy=resizecrop&rw=500&rh=280) ### Sunset and Paint Activity from Philipsburg, Sint Maarten 2h Free cancellation available CA $82 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/sunset-and-paint-activity-from-philipsburg-sint-maarten.a49773558.activity-details?&rid=953563122636353536&location=Front+Street+District&swp=off) ### Popular places to visit ![Museum of Sint Maarten which includes art and interior views](https://images.trvl-media.com/place/502882/af4a98aa-fc42-4d6e-8fcd-2f2ca2c3ed45.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/Museum-Of-Sint-Maarten-Downtown-Philipsburg.d502882.Vacation-Attraction) ![Philipsburg Courthouse featuring an administrative buidling and street scenes](https://images.trvl-media.com/place/553248621560505625/47d8c2b9-c713-4320-88c5-b73d416227cf.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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 seaside or visit the shops in this romantic area. [](https://expedia.ca/Philipsburg-Courthouse-Philipsburg.d553248621560505625.Vacation-Attraction) ![Captain Hodge Pier in Philipsburg, Saint Martin, Caribbean](https://images.trvl-media.com/place/6338948/8671c36b-27c7-4de3-87d0-9b408f3077fe.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/Philipsburg-Boardwalk.d6338948.Destination-Travel-Guides) ![Yoda Guy Movie Exhibit](https://images.trvl-media.com/place/553248621532873754/c28983f7-5894-48a9-b246-d3c18bfb9751.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/Yoda-Guy-Movie-Exhibit-Philipsburg.d553248621532873754.Vacation-Attraction) ![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](https://images.trvl-media.com/place/6066963/4ab8d1df-0f37-4dc5-8780-e5e185e993c3.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/Harbour-Point-Village-Philipsburg.d953551891766620160.Vacation-Attraction) ![Great Bay Beach showing general coastal views, a sandy beach and a coastal town](https://images.trvl-media.com/place/6338950/46fc7f61-e6f6-4086-89f2-a96dde0b265c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/Great-Bay-Beach-Philipsburg.d6338950.Vacation-Attraction) --- ## Best Lodging Options Near Front Street District ## Check availability on hotels close to Front Street District [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=953563122636353536&startDate=2026-02-15&endDate=2026-02-16)[Feb 15 - Feb 16](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=953563122636353536&startDate=2026-02-15&endDate=2026-02-16) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=953563122636353536&startDate=2026-02-16&endDate=2026-02-17)[Feb 16 - Feb 17](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=953563122636353536&startDate=2026-02-16&endDate=2026-02-17) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=953563122636353536&startDate=20%2F02%2F2026&endDate=22%2F02%2F2026)[Feb 20 - Feb 22](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=953563122636353536&startDate=20%2F02%2F2026&endDate=22%2F02%2F2026) ![Seaview Beach Hotel](https://images.trvl-media.com/lodging/1000000/10000/4900/4848/72d983ac_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Seaview Beach Hotel #85C Front Street Philipsburg [](https://expedia.ca/Philipsburg-Hotels-Sea-View-Beach-Hotel.h4848.Hotel-Information) ![Holland House Beach Hotel](https://images.trvl-media.com/lodging/2000000/1170000/1160500/1160500/ef6e99b8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holland House Beach Hotel Front Street 45 Philipsburg [](https://expedia.ca/Philipsburg-Hotels-Holland-House-Beach-Hotel.h1160500.Hotel-Information) ![Luxury Beachfront 2 Bedroom Condo In The Heart Of Philipsburg/Great Bay](https://images.trvl-media.com/lodging/28000000/27560000/27556700/27556608/f73565a0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Luxury Beachfront 2 Bedroom Condo In The Heart Of Philipsburg/Great Bay Philipsburg [](https://expedia.ca/Philipsburg-Hotels-Luxury-Beachfront-2-Bedroom-Condo-In-The-Heart-Of-PhilipsburgGreat-Bay.h27556608.Hotel-Information) ![Sea Palace](https://images.trvl-media.com/lodging/16000000/15160000/15155600/15155508/3784aa92_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sea Palace Front Street 147 Philipsburg [](https://expedia.ca/Philipsburg-Hotels-Sea-Palace-By-Capital-Vacations.h15155508.Hotel-Information) ![Horizon View Beach Hotel](https://images.trvl-media.com/lodging/8000000/7850000/7842200/7842174/c0a80d7e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Horizon View Beach Hotel Front Street, 49 Philipsburg [](https://expedia.ca/Philipsburg-Hotels-Horizon-View-Beach-Hotel.h7842174.Hotel-Information) ![Calinago Friendly Family Sxm Home](https://images.trvl-media.com/lodging/47000000/46100000/46099400/46099384/5753c18b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Calinago Friendly Family Sxm Home Frontstreet 98 Philipsburg St.Maarten [](https://expedia.ca/Philipsburg-Hotels-Friendly-Island-Sxm-Family.h46099384.Hotel-Information) ![Alicia's Inn](https://images.trvl-media.com/lodging/9000000/8820000/8819500/8819437/b0f11a8f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Alicia's Inn Backstreet 42 Philipsburg [](https://expedia.ca/Philipsburg-Hotels-Alicias-Inn.h8819437.Hotel-Information) ![The Castle ᴷ](https://images.trvl-media.com/lodging/122000000/121350000/121340100/121340035/a5df549b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Castle ᴷ Philipsburg [](https://expedia.ca/Philipsburg-Hotels-The-Castle-K.h121340035.Hotel-Information) ![The Pasanggrahan Royal Boutique Hotel](https://images.trvl-media.com/lodging/16000000/15140000/15137300/15137272/82338714_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Pasanggrahan Royal Boutique Hotel 19 Front Sreet Philipsburg [](https://expedia.ca/Philipsburg-Hotels-The-Pasanggrahan-Royal-Boutique-Hotel.h15137272.Hotel-Information) [See all 3,512 properties in Front Street District](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=953563122636353536) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=DX_POI_Spring_PROMO_953563122636353536)