All states›Boat Tours & Charters›Massachusetts›Gloucester

Boat Tours & Charters in Gloucester, MA

9 of the 53 marinas and boating businesses we list in Gloucester are boat tours and private charters.

Excursions range from captained private sailboat rentals and sunset party boats to scheduled wildlife cruises and eco-tours. Choosing the right operator depends on whether you want a catered, hands-off experience or a BYOB group outing, as well as age restrictions for children. A map location shows where the vessel docks, but it will not tell you if fuel, captain fees, and safety gear are included in the listed rate.

  1. Cape Ann Cruises

    63 Rogers St, Gloucester, MA 01930-5043

    Boat rentals
    Call Website Directions

  2. Schooner Thomas E. Lannon

    63 Rogers St, Gloucester, MA 01930

    Call Website Directions

  3. 7 Seas Whale Watch

    63 Rogers St, Gloucester, MA 01930-5043

    Call Website Directions

  4. Defiance Sail Charters

    211 E Main St, Gloucester, MA 01930

    Call Website Directions

  5. Cape Ann Whale Watch

    415 Main St, Gloucester, MA 01930-3006

    Call Website Directions

  6. Cape Ann Harbor Tours

    66 Harbor Loop, Gloucester, MA 01930

    Call Website Directions

  7. Gloucester Charter Connection

    76 Essex Ave, Gloucester, MA 01930

    Call Website Directions

  8. Halcyon Days Sailing Charters

    Cripple Cove Landing, E Main St, Gloucester, MA 01930

    Call Directions

  9. Cape Ann Shark Lab

    7 Parker St, Gloucester, MA 01930-3025

    Call Directions
Check the inclusions. Confirm whether the quoted price covers captain fees, fuel, port taxes, and gratuity, or if those are billed separately at dockside checkout.

Also in Gloucester

More in Gloucester and Massachusetts

Boat Tours & Charters near Gloucester

Good to know

What is the difference between a boat tour and a boat charter?

A boat tour sells individual tickets on a scheduled route with a set itinerary and shared passengers. A charter reserves the entire vessel for your private group, often allowing custom routes, flexible departure times, and personalized food or drink options.

Are food and drinks usually provided on board?

Larger sightseeing tours often feature a cash bar or light snacks, while private charters frequently operate on a BYOB basis with ice and coolers provided. Always check local regulations and company rules regarding glass containers and alcohol before boarding.

How much do boat tours and charters typically cost?

Shared passenger tours typically cost between $30 and $90 per person depending on the duration and destination. Private charters generally start around $300 to $600 for a few hours on a smaller craft, while larger yachts or specialized sail charters can run $1,000 or more.