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    5. /Cruise Casco Bay From Portland on a 1.5-Hour Charter
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    Cruise Casco Bay From Portland on a 1.5-Hour Charter

    Relax on a 1.5-hour Casco Bay cruise with views of Portland

    4.9 stars• 31 reviews
    From$674incl. taxes and fees

    Duration

    1 Hour 30 Minutes

    Ideal For

    Up to 12 people

    Includes

    Bottled water, cooler onboard

    Highlights

    Relax on an afternoon cruise on Casco Bay and take in Portland from the water. This private charter is capped at 12 guests for an easygoing ride.

    • Board at 72 Commercial St in Portland
    • Cruise Casco Bay on a 1 hour 30 minute charter
    • Bring snacks and soft drinks to enjoy onboard
    • Purchase craft beer, wine, and canned cocktails from the onboard cooler
    • Arrive at least 15 minutes before departure

    What's Included

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

    Things to know

    There is no bathroom onboard. Children under 12 are required to wear lifejackets. The credit card used to book may be charged for onboard 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, your trip will be rescheduled at your convenience or refunded. Captain may cancel at their discretion (weather, unforeseen events, etc.).

    FAQs

    No. There is no bathroom onboard the boat.

    All ages are welcome. Children under 12 are required to wear lifejackets, and you can bring your own.

    Yes. Bring snacks and soft drinks to enjoy during your cruise.

    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 #YN8A7S

    Private Charter

    $674.16

    Up to 12 guests

    0

    Why book through Greetwell?

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      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
    31 reviews•Google Maps
    28
    0
    0
    1
    0

    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 thoroughly enjoy working with the team at On the Rocks! We've worked with Captains Jill & Dale on multiple charters and it has been fantastic each time! They keep it easy - with drinks for sale for your trip, cold ice and a speaker on board!

    Photo of Alicia Gaiero

    Alicia Gaiero

    June 22, 2026

    Review 1 of 1
    5/5

    We thoroughly enjoy working with the team at On the Rocks! We've worked with Captains Jill & Dale on multiple charters and it has been fantastic each time! They keep it easy - with drinks for sale for your trip, cold ice and a speaker on board!

    Photo of Alicia Gaiero

    Alicia Gaiero

    June 22, 2026

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