Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    1. Local experiences/
    2. Things to do in Portland…/
    3. Specialty Tours/
    4. Sunrise and Sunset Tours/
    5. Cruise Casco Bay at Sunset From Portland
    Why travelers choose Greetwell

    Curated by our team

    Every experience is hand selected and approved by Greetwell.

    Personal concierge

    Real humans available to help before, during, and after your booking.

    Intimate & authentic

    Including unique in-home experiences you won't find anywhere else.

    Easy booking & cancellation

    Reserve in minutes with free cancellation on most experiences.

    Greetwell

    Experiences that stay with you long after the trip

    Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

    About

    • Our Story
    • For Experience Providers
    • For Hospitality Partners
    • For Developers

    Concierge Support

    • Help Center
    [email protected]1-877-GREET-WELL

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Product image 1
    Product image 2
    Product image 3
    Gallery image
    Gallery image 2
    Gallery image 3

    Cruise Casco Bay at Sunset From Portland

    Relax on a Casco Bay sunset cruise with Portland views

    4.9 stars• 29 reviews
    From$657incl. taxes and fees

    Duration

    1 Hour 30 Minutes

    Ideal For

    Up to 12 people

    Includes

    Bottled water

    Highlights

    See Portland from the water on a 1.5-hour sunset cruise on Casco Bay. Settle in, enjoy the scenery, and bring your favorite snacks and soft drinks.

    • Depart from Commercial Street in Portland, Maine
    • Relax on the water and take in Portland views at sunset
    • Travel with up to 12 guests on your cruise
    • Purchase beer, wine, and canned cocktails from the onboard cooler
    • Bring a valid ID if you plan to buy alcohol onboard

    What's Included

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

    Things to know

    There is no bathroom onboard. A gratuity is customary. Your card 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, your trip will be rescheduled at your convenience or refunded. The captain may cancel due to weather or unforeseen events.

    FAQs

    No. There is no bathroom onboard the boat.

    Arrive at least 15 minutes before departure time and allow ample time for parking. If you arrive late, time can’t be added to the end of your cruise.

    Bring layers and sunscreen. If you plan to buy beer, wine, or canned cocktails onboard, bring your ID. You’re also welcome to bring snacks and soft drinks.

    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

    How can we help?

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

    Call or text 1-877-GREET-WELL

    Report an issue

    Reference #UAEM5M

    Private Charter

    $657.20

    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

    • Free Cancellation Available

      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
    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 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

    Nearby activities

    Thumbnail
    Private Boat ToursUp to 12

    Private Afternoon Cruise on Casco Bay

    $674.16
    Thumbnail
    Boat ToursUp to 12

    Cruise Casco Bay From Portland on a 1.5-Hour Charter

    $561.80
    Thumbnail
    Yacht ChartersUp to 12

    Cruise Casco Bay on a Portland Happy Hour Charter

    $561.80
    Thumbnail
    Boat ToursUp to 12

    Cruise Casco Bay on a Mimosa Charter From Portland

    $657.20
    Thumbnail
    Dinner Cruises

    Portland Harbor Dinner Cruise with Oysters & Drinks

    $100.70/ person
    Thumbnail
    Sailing

    Wednesday Night Sunset Cruise With Live Music

    $47.70/ person