Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    1. Local experiences
    2. /Things to do in Portland…
    3. /Dining Experiences
    4. /Dinner Cruises
    5. /Portland Sunset Dinner Cruise
    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

    Resources

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

    Safe & Secure Payments

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

    Portland Sunset Dinner Cruise

    Private chef dining and drinks aboard a restored Maine lobster boat

    5.0 stars• 124 reviews
    From$19incl. taxes and fees

    Duration

    2.5–3 hrs

    Ideal For

    Up to 6 people

    Includes

    6-course dinner, drinks

    Highlights

    Cruise Portland's coast aboard MONHEGAN, a restored 1969 lobster boat, as the sun sets beyond the skyline.

    Settle around a wooden table for private chef-prepared dining on the water.

    • Watch Portland's coastal sights pass from a 37-foot restored lobster boat
    • Relax on cushioned booth-style benches around a finished wooden table
    • Use the private head aboard MONHEGAN
    • Enjoy sunset views from the water

    What's Included

    • Six-course dinner prepared and served aboard
    • Local beer, hard seltzer, imported wines, rosé, and bubbly
    • Nonalcoholic beverages, including bottled water
    • Life jackets and safety equipment

    Important details

    • Arrive at South Port Marine, 14 Ocean St, South Portland, or Old Port, 92 Commercial St, Portland
    • Leave personal alcohol and marijuana-containing products ashore
    • Keep a card on file for onboard purchases and upgrades
    • Expect premium drink selections to be excluded from included drinks

    Cancellation Policy

    Cancel more than 14 days before departure for a full refund less the booking fee. Within 14 days, the deposit is nonrefundable; within 72 hours, the full charter balance is due. Changes outside 72 hours are subject to availability; changes within 72 hours incur a $150 fee. Full refund if the captain cancels for adverse weather.

    FAQs

    Your private chef will discuss the menu with you before your charter.

    Bring sunglasses, sunscreen, a camera, binoculars, and a jacket. Wear comfortable flat-soled shoes or sandals; temperatures on the water are often 5–10 degrees cooler than on land, with a breeze while underway.

    Personal alcohol and marijuana-containing products are not permitted aboard MONHEGAN.

    Meeting details

    Portland, ME

    Experience provided by Casco Bay Custom Charters
    Experience provided by Casco Bay Custom Charters

    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 #95V7RA

    Dinner Guest (Dinner Base Rate)

    $19.20

    0

    Dinner Guest (Additional Dinner Guests)

    $272

    Up to 4 Additional People

    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

    Nearby activities

    Portland Lighthouse Sightseeing Charter
    Boat Tours

    Portland Lighthouse Sightseeing Charter

    Cruise Portland’s coastline aboard a classic wooden vessel with all-inclusive drinks

    Cruise Portland’s coastline aboard a classic wooden vessel with all-inclusive drinks
    5.0 • 124 reviews
    $166/ person
    Sunset Charter on Casco Bay
    Boat Tours

    Sunset Charter on Casco Bay

    Evening views and all-inclusive drinks aboard a 1950s wooden vessel

    Evening views and all-inclusive drinks aboard a 1950s wooden vessel
    5.0 • 124 reviews
    $182& up
    Casco Bay Bottomless Mimosa Brunch Cruise
    Boat Tours

    Casco Bay Bottomless Mimosa Brunch Cruise

    Cruise Casco Bay with brunch, bottomless mimosas, and included drinks

    Cruise Casco Bay with brunch, bottomless mimosas, and included drinks
    5.0 • 124 reviews
    $197/ person
    South Portland Lighthouse Guided Bike Tour
    Bike Tours

    South Portland Lighthouse Guided Bike Tour

    Pedal Maine’s coast past lighthouses, forts, and harbor views

    Pedal Maine’s coast past lighthouses, forts, and harbor views
    $116/ person
    South Portland Lighthouse Guided Bike Tour
    Bike Tours

    South Portland Lighthouse Guided Bike Tour

    Cruise paved coastal paths to two historic lighthouses

    Cruise paved coastal paths to two historic lighthouses
    $90/ person
    3-Hour Beach Cruiser Rental in South Portland
    Bike Rentals

    3-Hour Beach Cruiser Rental in South Portland

    Pedal South Portland’s coast and Portland’s Old Port on an easy-riding cruiser

    Pedal South Portland’s coast and Portland’s Old Port on an easy-riding cruiser
    $32/ bike