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!
- Don’t wait to book your time with these people! Amazing Service and Boats! 💯read moreread less
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Rufina Estevez5/24/2026Super fun! Beautiful views and crew was very nice!read moreread less(opens in a new tab) 
Alexandria Barlowe5/17/2026Captian Bob and Freddie - thanks for a great cruise!read moreread less(opens in a new tab) 
Chris5/06/2026 - Amazing boat cruise with amazing people! This is the best boat tour and cruise in Boston! Highly recommend!!!read moreread less(opens in a new tab) Paras Minhas10/04/2025What a fun night spent with friends experiencing the beautiful sights of Boston on a perfectly-sized boat! Captain Bob and Freddy are awesome, and it's obvious they love what they do by the energy they put into their guests! I highly recommend!read moreread less(opens in a new tab) Jo J.9/27/2025What a GREAT day! We surprised a co-worker for her birthday and it all worked out perfectly. We all work in customer service and boy the guys on the boat truly went above and beyond. The captain and the boat hand (?) sorry didn't get their names were simply AMAZING. I happen to live in Seaport so they mentioned they could drop us off at court house as they were picking up another trip. This is a must do with friends & family or co-workers its a great moment and something different to do to see the harbor and AMAZING views of Boston. If your just visiting Boston its also a great side trip and the fact you can bring your own snacks and beverages is the best! Thank you all for such a great day.read moreread less(opens in a new tab) Kathleen O'Malley MIlott9/26/2025
- We had a wonderful time with the Cycleboat team. Our group of about 24 visitors was looking for a relaxing sail where we could enjoy good conversation and beautiful views, and the experience exceeded our expectations. A big thank you to the crew for going out of their way to make the trip so enjoyable.read moreread less(opens in a new tab) Gil Dror9/25/2025What a fun way to hang out with coworkers, friends and family!! We had such an awesome time!!! Thank you to a super crew!!! Cheers!!read moreread less(opens in a new tab) Nancy DeVirgilio9/24/2025
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.