Discover Portland’s coastal beauty on a private afternoon cruise with On the Rocks Cocktail Cruises. Enjoy scenic views, craft cocktails, and a personalized experience tailored just for you.
More ways to explore the area's outdoor wonders
Hang tight — photos are loading
This usually takes just a second.
Difficulty
easy
Duration
2–3 hours
Fitness Level
Suitable for most fitness levels; comfortable seating and smooth sailing make it accessible
Wildlife
History
Portland's maritime history dates back to the 17th century, with a rich tradition of shipbuilding and seafaring that continues to influence the city today.
Conservation
On the Rocks Cocktail Cruises is committed to environmentally friendly practices, including waste reduction measures and wildlife protection policies.
On the Rocks Cocktail Cruises
Discover Portland’s coastal beauty on a private afternoon cruise with On the Rocks Cocktail Cruises. Enjoy scenic views, craft cocktails, and a personalized experience tailored just for you.
On the Rocks Cocktail Cruises offers intimate cocktail cruises around Portland's Casco Bay aboard Kismet. Specializing in small-group experiences, the company runs 90-minute Afternoon, Sunset, Mimosa, Happy Hour, Midday and custom charter cruises with a maximum of 12 guests per trip. Guests enjoy Maine’s craft beverages while taking in harbor skylines, lighthouses, and islands visible from the water.
Each cruise is designed for comfort, safety, and a relaxed social atmosphere. Skilled crew members maintain the vessel, provide local knowledge, and ensure a smooth, professional trip from boarding to disembarkation. On the Rocks encourages guests to bring preferred snacks and beverages to personalize the outing; the operation supplies glassware and optional mixers upon request.
On the Rocks accommodates private events such as bachelorette parties, proposals, and corporate outings through customizable charters. Custom Charter bookings include route flexibility, tailored timing, and onboard arrangements to match event needs. All trips follow local regulations and safety standards; life jackets and safety briefings are provided on every departure.
The company prioritizes clear communication, easy booking, and transparent pricing. Online scheduling shows available departures and guest limits, and staff confirm details before each cruise. Reviews highlight scenic views, attentive service, and memorable moments on the water. On the Rocks Cocktail Cruises is an ideal choice for small groups seeking a distinctive maritime experience in Portland with professional operation and a focus on local craft beverages. Seasonal routes showcase nearby islands like Peaks and Great Diamond; photographers and nature lovers frequently note wildlife sightings at golden-hour tide.
Max Guests
12
Cozy, intimate groups for every cruise
Trip Length
90 minutes
Relaxing 90-minute cruises through Casco Bay
Routes
Casco Bay
Scenic harbor, islands, lighthouse views
Private Charters
Customizable
Bachelorette, proposals, corporate events accommodated
Reserve a 90-minute cruise or design a private charter for proposals, bachelorettes, and corporate outings — limited to 12 guests.
Arrive Early for the Best Views
Getting to the dock 15 minutes early ensures plenty of time to settle in and enjoy the scenic surroundings before departure.
Dress in Layers
Bring layers as temperatures can vary throughout the day, especially on the water where it can be cooler or windier.
Bring a Camera or Smartphone
Capture the stunning coastal scenery, wildlife, and memorable moments during your cruise.
Stay Hydrated
Drink plenty of water, especially if you plan to enjoy cocktails and spend a few hours on the water.
Waterproof Jacket
Protects against unexpected splashes or wind chills on the water.
spring|fall|winter
Sunscreen
Shield your skin from UV rays during sunny cruise days.
summer
polarized sunglasses
Reduces glare on the water and enhances view clarity.
spring|summer|fall|null
Camera or Smartphone
Capture scenic vistas, wildlife, and special moments aboard the boat.