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    5. Cruise Casco Bay on a Portland Happy Hour Charter
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    Cruise Casco Bay on a Portland Happy Hour Charter

    Relax on a 1.5-hour Casco Bay happy hour cruise for up to 12 guests

    4.9 stars• 29 reviews
    From$561incl. taxes and fees

    Duration

    1 Hour 30 Minutes

    Ideal For

    Up to 12 people

    Includes

    Bottled water, cooler onboard

    Highlights

    Enjoy Portland views from the water on a 1 hour 30 minute happy hour cruise on Casco Bay. Relax onboard and purchase drinks from the cooler as you cruise.

    • Cruise Casco Bay for 1 hour 30 minutes
    • Relax with Portland views from the water
    • Book a private charter for up to 12 guests
    • Purchase craft beer, wine, and canned cocktails onboard
    • Bring snacks and soft drinks to enjoy during the cruise

    What's Included

    • Cooler onboard with craft beer, wine, and canned cocktails for purchase
    • Complimentary bottled water

    Things to know

    There is no bathroom onboard the boat. All ages are welcome. Your credit card will remain on file and may be used for alcohol purchases, time overages, excessive cleaning, or damaged property.

    Cancellation Policy

    Cancel 7 days in advance for a refund, minus any applicable service fees. If canceled due to weather, the trip will be rescheduled at your convenience or refunded. The captain may cancel at their discretion due to weather or unforeseen events.

    FAQs

    No. There is no bathroom onboard the boat.

    Bring your ID if you plan to purchase beer, wine, or cocktails onboard. You can also bring snacks and soft drinks, plus layers and sunscreen.

    You get complimentary bottled water. Craft beer, wine, and canned cocktails are available for purchase from the onboard cooler.

    Meeting details

    72 Commercial St, Portland, ME US 04101

    Experience provided by On the Rocks Cocktail Cruises
    Experience provided by On the Rocks Cocktail Cruises

    Related locations

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    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

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    Reference #4W6JXD

    Private Charter

    $561.80

    Up to 12 guests

    0

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

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      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    4.9
    Excellent
    29 reviews•Google Maps
    28
    0
    0
    1
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    Sunset cruises on Casco Bay with Captain Vinny, Jill, Dale, and the rest of the crew have earned a serious reputation for delivering memorable evenings on the water. The boat holds just 12 people, which keeps things intimate and personal rather than feeling like a crowded tour. Captains come prepared with local history, fun facts, and a solid knowledge of where to find the best sights, including lighthouses, seals, and osprey. Drinks are a genuine highlight, with an impressive selection of local options that guests consistently rave about. Owner Jill is frequently praised for her communication and responsiveness when booking, and the crew overall gets high marks for being warm and hospitable. Private charters seem particularly popular for special occasions like bachelorette parties, and guests have even brought food on board to make a full evening of it. The no BYOB policy is worth knowing ahead of time, but reviewers note the onboard selection more than makes up for it.

    What people are saying

    Review 1 of 4
    5/5

    We went on a sunset cruise and it was an absolutely amazing experience! I would definitely recommend anyone to book this for a fun little cruise. Vinny was our guide and he was very personable and did an amazing job making sure we were comfortable the whole time. He told us a lot about the cities history as well as just little fun facts. Definitely would go again.

    Photo of Ellie Button

    Ellie Button

    August 24, 2025

    Review 1 of 1
    5/5

    We went on a sunset cruise and it was an absolutely amazing experience! I would definitely recommend anyone to book this for a fun little cruise. Vinny was our guide and he was very personable and did an amazing job making sure we were comfortable the whole time. He told us a lot about the cities history as well as just little fun facts. Definitely would go again.

    Photo of Ellie Button

    Ellie Button

    August 24, 2025

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