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Sunset cruiseHappy hour cruise72 Commercial St - Maine WharfCaptain Jill

On the Rocks Cocktail Cruises - Slow cruises, tasty drinks & relaxing vibes

5.0(1 review)
2 bookings
Estimated price
$95 / person


2 total bookings

Welcome to On the Rocks Cocktail Cruises, a relaxing cocktail cruise in Portland's Casco Bay!  Hop aboard for a short cruise around Casco Bay. You can expect to see lighthouses, wildlife, and forts scattered among the many islands off the coast of Portland. Looking to see something specific? Just ask! 90 minute cruises Maximum of 6 guests per charter.  There is no bathroom onboard the boat.  You are welcome to bring snacks and soft drinks to enjoy during the cruise. Cruises can take up to 6 passengers. There is a cooler on board stocked with Maine’s best craft beer, wine, and canned cocktails for purchase along with complimentary bottled water. You are welcome to bring snacks and soft drinks to enjoy during the cruise. If you have any questions, we can answer those through GetMyBoat’s messaging platform before you pay. Just hit, “Send Booking Inquiry” and send us an inquiry for a custom offer.

Captain is included.
A captain is provided by the listing owner to host and operate the trip.
6 guests
Luxury, Events & Large groups
Motor Yacht

Check Availability


5.0 (1 review)
  • Listing Accuracy

  • Departure & Return

  • Vessel & Equipment

  • Communication

  • Value

  • Itinerary & Experience

  1. Mary

    Jill was a fantastic captain and we had so much fun! We are in animal rescue that transports animals from Georgia to Maine. It turns out that that Jill had adopted one of our dogs. This truly is a small world!! As far as the cruise was concerned, we had a wonderful time and saw some really beautiful sights. We plan to book again as soon as we return. Thank you Jill for a wonderful time!!



2 total bookings

On the Rocks Cocktail Cruises is a Casco Bay experience offered by Captain Jill Norwalk. Born and raised on Cape Cod, she has spent most of her life close to the ocean. A USCG licensed Captain, Jill enjoys exploring the New England coastline in boats of all sizes.

Features & Details

  • Bar
  • Bluetooth
  • Life jackets/required safety gear
  • Wheel steering

Approximate Location

You’ll get directions to the departure location when you make a booking.

The boat's approximate location on a map

Cancellation Policy

Full refund up to 7 days prior.