• Location: Philipsburg, St Maarten
  • Duration: 3 hours (approx.)

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Explore Philipsburg during this 3-hour guided cycling tour. Leave the casinos and jewelry stores of St Maarten's capital behind to learn about the city's history as a strip of sand between the Great Salt Pond and the Great Bay. Visit historical sites like the Philipsburg Courthouse and St Maarten's oldest inn. Pedal up to Fort Amsterdam for spectacular hilltop views of the Great Bay. Use of bicycle and safety gear is included on this tour.


  • 3-hour tour of Philipsburg by bicycle
  • See the historic highlights of St Maarten’s capital, including the Philipsburg Courthouse, Passangrahn Hotel and Fort Amsterdam
  • Learn about the city’s rich history from an informative guide
  • Choose from several departure times to suit your schedule
  • Riders of all skill levels will enjoy this tour

What You Can Expect

Historical Philipsburg Bike Tour in St Maarten

Visit historical sites along your bike tour of Philipsburg!

Make your way to the Philipsburg cruise terminal to meet your group and cycling guide. After a brief safety orientation, get fitted for a bicycle and safety gear. After you practice a little bit go get comfortable, follow your guide into the streets of Philipsburg.

Visit the Passangrahn Hotel, the oldest inn in St Maarten, and learn about its colorful history and West Indian architecture. In the center of town, see the Philipsburg Courthouse on Front Street and Captain Hodge's Wharf.

Leaving downtown, pedal up Little Bay Hill, which affords views of Great Bay, Little Bay and the whole of Philipsburg from the top. Feel free to hop off and walk your bike up the challenging hill. 

Pedal through the Divi Little Bay Beach Resort to reach Fort Amsterdam, perched out on a peninsula. Built in the 17th century, this fort was the first belonging to the Dutch in the whole Caribbean. Learn about the many battles between the Spanish and Dutch fleets that took place here in the 1600s. The site offers panoramic views of the city and Great Bay. 

Cycle along a pleasant boardwalk back to the Philipsburg cruise port, where your tour will end after 3 hours.

Customer Reviews


5 star rating: Highly Recommended November 2017

This was a nice way to see Philipsburg and learn about its history. Guide was very friendly, well organized, and kept the small group safe and together. There's one very steep heart-pumping hill on a busy street. We made it up, but you can walk it if need be. My wife and I try to take bike tours wherever we go. Its a good way to see the highlites and meet some locals. You don't have much time to enter museums or shops, but once you see something interesting, you can always go back on your own on another day. Much better than a bus tour or walking in a large crowd listening through headphones. This tour was a perfect way to enjoy a nice day.

Linda W

5 star rating: Highly Recommended February 2017

Really well thought out, easy and very informative trip. Would recommend to anyone.

Erin W

5 star rating: Highly Recommended February 2017

Our tour guide JP was a wealth of knowledge about the history of St. Maarten and made the tour very fun and interactive. We stopped often, got to see many different points of interest and the views were absolutely breathtaking! I am not an avid bike rider but JP was accommodating to my athletic ability and made sure I was always comfortable. I would highly recommend any tours by Tri Sport.

Adeyemi F

5 star rating: Highly Recommended September 2016

Tour was very informative. Our guide Joost is very knowledgeable of the Island history. Ride was mostly on flat surface except going up the hill to the fort which was very challenging. Islanders are very friendly. Overall, this was a great tour.

Dean J

5 star rating: Highly Recommended June 2016

We had a great tour! Juan Pablo took extra time to talk us through the history of the island and answer many questions we had. We were thankful of how conscience our guide was of road safety while we were sharing the road with motorized vehicles.

Lacy B

5 star rating: Highly Recommended May 2016

Joost was such a great tour guide. He made us feel very comfortable on the bikes and provided so much knowledge and insight regarding the island's history. He even gave me a little pep talk while we were pedaling up the hill which was greatly appreciated! : The bike tour was a great way to get a feel for the island, see some beautiful sights and get a great history lesson. I would highly recommend this tour to any and every one. :

tarnia t

5 star rating: Highly Recommended February 2016

most enjoyable excellent guide great way to see the Island

Mark Z Australia

5 star rating: Highly Recommended October 2015

This was the highlight of my day trips in the Caribbean. The two guides were Dutch, very humorous and engaging. There were stops often which meant the trip was pleasurable and easy to do. The breaks also enabled the guides to tell the group more about Philipsburg and the island of St Maarten. Would definitely recommend this trip!

Rick L

5 star rating: Highly Recommended September 2015

A nice and informative bike tour of Philipsburg. Had the best guide and learned a lot about the history of the city and St Maarten. The guide brought plenty of water with him and even treated us to a cold soft drink when we finished. I highly recommend this.

Elizabeth K

5 star rating: Highly Recommended July 2015

Great trip. Lots of history from our tour guide 'D'. He answered all questions, and is an excellent tour guide. Highly recommended to ask for him.

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