Cycleboat and Charters on Boston Harbor
Experience the Boston Harbor like never before
90 min. BYOB Boston Harbor Cruises and Private Charters. Pedal or simply relax and let the motor do the work. Bring your beverages, food, and music and enjoy amazing views of Boston and American History. Whether you’re riding solo or in a group, you’re destined to have a fun time with our friendly crew on one of our popular Boston Harbor Cruises! Perfect for unique Birthday & Bachelor/Bachelorette Parties, Team Building, or just a great time with friends and family.
Bachelor/Bachelorette Parties
Birthday Parties
Company Team Building
Family and Friends
Special Events
School Field Trips
Why Choose Cycleboat Boston?
Private Charters
Locally Owned and Operated
Professional & Knowledgeable Crew
BYOB – Bring your own beverages and food
Find Out Why Customers Love Cycleboat Boston!
- Best experience for my cousin’s bachelorette! Captain and first mate were so personable and fun! 10/10 recommend for any event!read moreread less
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Sammy Dame8/15/2026The harbor cruise was awesome, and my friends and I had an amazing time. Captain Phil made the trip unforgettable!read moreread less(opens in a new tab) 
Aiko Roth8/11/2026Dynamite boat ride! Captain was awesome. Excellent music, very engaging.read moreread less(opens in a new tab) 
Eric Tedesco8/09/2026 - We used Cycleboat Boston for a birthday party and it was such a good experience! Captain Philip made sure we had fun, took some grest photos for us and offered lots of local history trivia as we toured the harbor. We did luck out and get great weather but the folks who wanted to pedal could and the folks who just wanted to hang and chat could too. Absolutely worth the trip to Charlestown!read moreread less
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Rebecca Smith8/05/2026A day was planned for Fun in the Sun with work girlfriends,The Blue Divas with family & friends with us. We bought snacks, drinks and music. IT WAS A PARTY!! We had soooo much fun!! We also made it sooo much fun for others we did not know & just met on the ride with us, shared snacks, smiling and dancing!!As other boats past us, we waved to them & partied harder, lol!!The 2-boat crew people were fantastic!!This was a GREAT EPIC EXPERIENCE, we LOVED IT!!read moreread less
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Carmen Gutierrez8/02/2026We LOVED out time on Cycleboat! Captain Phil was clearly passionate about working with the vibe of the group! He let us party and gave us an immersive history lesson when we asked! First Mate Sue was also so much fun throughout the whole time with all the pictures we needed 🙂 Such a fun experience and will book again!read moreread less(opens in a new tab) 
Christopher Hernandez6/10/2026 - Our friends had a fantastic time on Cycleboat Boston with Captain Phillip and Sue! They were accommodating, funny, and provided our group with a fun atmosphere to enjoy time on the water. I would highly recommend Cycleboat Boston!read moreread less(opens in a new tab)
Sean Borger6/08/2026Philip and Freddy were absolutely amazing we had such a blast on the boat for my friends birthday the views are a 10/10 and they let you pick your own music!!!read moreread less(opens in a new tab) 
Arianna Merrill6/05/2026Don’t wait to book your time with these people! Amazing Service and Boats! 💯read moreread less(opens in a new tab) 
Rufina Estevez5/24/2026 
Our Private Charters are perfect for...
Birthday Parties
Bachelor/Bachelorette Parties
Team Building
Celebrating Friends & Family
Get to Know Cycleboat Boston
From public tours to private parties, you’ll see Boston like never before! Cycleboat Boston has been operating Boston Inner Harbor cruises since 2019. We have 2 boats Minuteman and Sweet Caroline. They all have bathrooms on board and are all Coast Guard Inspected Passenger Vessels that operate on a Coast Guard-approved route. All of our dock facilities and Sweet Caroline is wheelchair accessible. Our Captains have CG Masters Licenses. Safety is our highest priority.
Get to Know Cycleboat Boston
From public tours to private parties, you’ll see Boston like never before! Cycleboat Boston has been operating Boston Inner Harbor cruises since 2019. We have 3 boats: Cycleboat One, Rosie the Riveter and Sweet Caroline. They are all Coast Guard Inspected Passenger Vessels that operate on a Coast Guard approved route. All of our dock facilities and two of our boats Sweet Caroline and Cycleboat One are wheelchair accessible. Our Captains have CG Masters Licenses. Safety is our highest priority.