• Groups and Charters

    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, Whale Watching, Evening Cruises and a combo of any of these together.

    What can be more fun than to charter the whole boat and get your whole gang together? Everyone will be talking about if for along time! Give us a call to find out all the options that are available.

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


    Vessels Available Length Maximum Capacity for Fishing
    Connemara Bay


    37′ 6 passengers
    Miss Meredith


    31′ 6 passengers




    55′ 20 passengers
    Yankee Patriot


    65′ 50-70 passengers
    Yankee Clipper


    75′ 62-120 passengers
    Yankee Freedom


    100′ 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 bottom fish such as haddock, cusk and Pollock, hake, red fish, whiting and mackerel. Some of the smaller vessels will also offer striper, bluefish and tuna. Rods, reels, bait and hooks are provided on our private charters.

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    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 sell beer on board.

    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.

    We also have the option of sailing to Manchester-By-The-Sea and choose your route among the Islands past Beverly, toward Marblehead, Salem and/or back to Gloucester.

    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 whale watching, 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.”


    Cape Ann is known as the top spot for New England whale watching. Many people ask why? Cape Ann is a peninsula that sets out further than many of the inner ports along the coast. This gives us an advantage to not only one but two well known whale watching feeding grounds, Stellwagen Bank and Geoffrey’s Ledge. These bodies of water are located 15-20 miles North of Cape Ann and 15-20 miles South of Cape Ann. Giving us options to sail to either depending on where the whale sighting reports have been better.

    These rich feeding grounds give way to an echo system that comes to life during the Spring, Summer and Fall seasons. Whales common to this area are humpbacks, fin whales and minkes. These animals migrate during the early spring making there way to us. They come to feed. They begin their migration back to the Caribbean during the late fall and winter.

    Trips run approximately 4 hours in duration.  Yankee Fleet has fishing boats that leave as early as 5am and we are able to get reports from those boats as to where the whales are.

    If you’ve never done a whale-watching trip or even if you have it’s different every time you go and that’s the excitement of it. For more information on our whale watching charters please contact us at 800-WHALING (942-5464).


    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.

    On some of these trips group rates apply to parties of 15 or more. 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.