• Groups and Charters

    Yankee Fleet offers the best options when it comes to booking your own boat for just your group. We can accommodate 1 to 130 people and offer private charters for Deep Sea Fishing, Overnight Fishing & Evening Cruises, tuna fishing, lobstering and a combo of any of these together.

    What can be more enjoyable than to have the whole boat for just your group? We bet you will want to book for the following year before the day is over! Give us a call to find out all the options that are available.

    *For the best possible experience we do recommend a private charter for groups of 20 or more.

    Please inquire by calling 855-5GO-FISH (546-3474)


    Vessels Available Length Maximum Capacity for Fishing

    Connemara Bay



    6 passengers

    Miss Meredith



    6 passengers



    20 passengers

    Yankee Clipper



    62-120 passengers

    Yankee Freedom


    78-135 passengers

    Vessel prices are based on weekdays, weekends and the duration of time you would like to be out on the water. We offer a variety of different fishing trips to fit every groups needs and wants. The following are the different types of trips offered:

    Full Day Fishing – 9-hour trip
    Half Day Fishing – 4-½ hour trip
    Marathons – 12-hour trip
    1 & 2-Day Overnight Fishing Trips – 22-44 hour trips

    Aboard these vessels we target ground fish such as haddock, cusk and Pollock, hake, red fish, whiting and mackerel. Some of the smaller vessels will also offer striper, bluefish, tuna and lobstering trips. Rods, reels, bait and hooks are provided at no extra charge on our private charters.

    IMG_0144 IMG_0219














    From experienced Captains and Crew to fish finding machines, Yankee Fleet has the best to offer when it comes to fishing.

    Larger boats such as the Yankee Clipper and Yankee Freedom have a full galley aboard that serves breakfast, lunch, snacks and beverages throughout your trip. Food and drink are additional but at average shore prices. The Yankee Patriot does serve food although a bit more limited. Larger passenger vessels are required by Massachusetts State Law to carry a liquor license therefore passengers may not bring alcohol on board. We will have it available for purchase on board for passengers 21+ with proper ID.

    Call now to get your preferred date.
    855-5GO-FISH (546-3474)


    Yankee Fleet offers overnight fishing at its best! If you like fishing and you like to be on the water this is the trip for you. Our 100′ Yankee Freedom equipped with 40 bunks, a top deck for observing, a wide lower deck for fishing and a comfortable inner cabin with booths, tables and full service galley is what you will ride on to areas such as Fippenies and Cashes Ledge.

    Although these trips are offered and opened to the general public many friends, companies and other types of groups privately charter these overnights for just themselves. The Yankee Fleet staff can make this an easy and worthwhile process to be able to get a trip like this arranged. For information contact us at 855-5GO-FISH (546-3474).


    Cruises from Scenic Cape Ann

    Getting out on the water always draws a crowd, and the sheltered waters and scenic vistas of the Annisquam River or the historic landmarks of Gloucester Harbor make a great setting for any type of event. When it’s hot and steamy on land what could be better than a cool relaxing sunset or evening cruise out of Gloucester.

    Gloucester has some of the most beautiful landmarks in Massachusetts that can also be seen by boat! Gloucester is America’s oldest seaport along with it’s surrounding waters.

    Cruises may decide to head around the Cape, which entails a cruise around Cape Ann in its entirety past the historic Twin Lights, scenic Rockport, Eastern Point and other local landmarks.

    The Gold Coast would include cruising Gloucester Harbor past Stage Fort Park, site of Gloucester’s first settlement by Magnolia, rich in 19th to mid 20th century history.

    Yankee Fleet can also help with suggesting caterers and music for your trip. We also offer a bar and bartender on board serving beer, wine and mixed drinks.

    We can adapt to your requirements!

    You can combine deep-sea fishing, scenic cruises and more. We will work with you on any custom charter. Call 855-5GO-FISH

    “Voted BEST HOT TIPS by Boston Magazine.”


    Yankee Fleet offers group rates for Half Day Fishing. If you are a scout group, camp group, student or company group we can accommodate you.

    Although there is the option of private chartering your own boat, we also run trips that are open to the public. We always suggest reservations for these trips.

    We offer Full Day, Half Day, Limited Capacity Tuesday, Super Thursday and 1 and 2 Day Overnight fishing trips on a regular basis.

    Half day fishing offers weekday rates, Monday-Thursday to groups of 15-25. The rates are $34 per adult and $25 per child 12 and under. This includes rods, reels, bait and hooks. To reserve your group call us at 855-5GO-FISH (546-3474).

    For more information on our other open boat trips go to the Deep Sea Fishing tab located on the home page or call us at 855-546-3474. Come and experience deep sea fishing out of the oldest fishing port in America, Gloucester, MA!

    Note: Cancellation policies apply to all trips.   Private charters require a 90 day cancellation. 1 & 2 Day Overnights require a 7 day cancellation. Full Day, Marathons, Limited Capacity Tuesdays and all Half Day trips have a 24 hour cancellation policy. For questions please contact us at 855-546-3474.