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Skip to main content
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The Adventure Collective

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Casco Bay Midday Cruise with On the Rocks Cocktail Cruises

Casco Bay Midday Cruise with On the Rocks Cocktail Cruises

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  4. Casco Bay Midday Cruise with On the Rocks Cocktail Cruises

Adventure Brief

Discover Portland’s coastline with a 90-minute Midday Cruise aboard On the Rocks Cocktail Cruises. Small-group seating and craft beverages combine for an unmatched maritime experience in Casco Bay.

1.5 hours
easy
From $561.80
Family Friendly

Keep the Adventure Going

More ways to explore the area's outdoor wonders

No Experience Required

Portland, Maine, known for its rugged coastline and maritime heritage, offers one of the most scenic waterfront experiences in the Northeast. On the Rocks Cocktail Cruises operates from 72 Commercial St, placing adventurers and locals alike at the heart of Casco Bay’s lapping waves and salt-kissed air. Their Midday Cruise delivers a compact 90-minute journey that reveals Portland’s skyline, granite islands, and seagull-flocks from a fresh vantage—directly on the water.

This intimate cruise caps at just 12 guests, creating a quiet, personal atmosphere rarely found on typical sightseeing boats. As you glide past iconic landmarks like Fort Gorges and the rocky ledges dotted with spruce trees, the boat’s cooler offers a selection of Maine’s finest craft beers, wines, and canned cocktails. Guests are encouraged to bring their preferred snacks, making this both a leisurely maritime outing and a laid-back social experience.

Casco Bay itself is a complex network of more than 30 islands formed by glacial retreat, with granite bluffs and echoing seabird calls adding natural texture to the journey. The water’s calmness at midday maximizes photographic opportunities of Portland’s waterfront, historic lighthouses, and passing sailboats.

On the Rocks Cocktail Cruises stands out not only for the quality of onboard beverages but also for its focus on small-group, unhurried cruises that allow for genuine connection with Maine’s coastal vibe. Without onboard restrooms and with a policy welcoming all ages, preparation is key but the reward—a quiet slice of coastal Maine’s charm—more than compensates.

For anyone seeking an approachable way to witness Portland’s maritime character, soak in fresh ocean air, and enjoy small-group hospitality, the Midday Cruise is a standout. It provides a mix of laid-back exploration, craft beverage culture, and intimate views of one of the Northeast’s premier coastal cities.

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Trip Details from the Operator

Frequently Asked Questions

No, alcoholic beverages are available for purchase onboard but are not included in the ticket price.

You’re welcome to bring snacks and non-alcoholic beverages but outside alcohol is not allowed.

Yes, the cruise is all-ages friendly and family members of all ages are welcome aboard.

Key Highlights

Difficulty

easy

Duration

1.5 hours

Fitness Level

Suitable for all fitness levels, including families and older adults.

Local Insights

Wildlife

  • Harbor seals
  • Ospreys

History

Casco Bay has served as a vital harbor since the 1600s, with many islands once hosting fishing communities and forts.

Conservation

Local operators prioritize low-impact boating practices to protect Casco Bay’s fragile marine habitats and bird nesting areas.

Related Adventures & Guides

  • See other trips from On the Rocks Cocktail Cruises
  • Explore more Portland, ME adventures
  • Browse more boat charters experiences

Operated By

On the Rocks Cocktail Cruises

Discover Portland’s coastline with a 90-minute Midday Cruise aboard On the Rocks Cocktail Cruises. Small-group seating and craft beverages combine for an unmatched maritime experience in Casco Bay.

About On the Rocks Cocktail Cruises

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.

On the Rocks Cocktail Cruises fleet
On the Rocks Cocktail Cruises team

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

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Book a Seat or Charter Kismet Today

Reserve a 90-minute cruise or design a private charter for proposals, bachelorettes, and corporate outings — limited to 12 guests.

Adventure Tips

Bring layers

Even in summer, coastal Maine can be breezy and cool on the water—dress in layers to stay comfortable.

essential

Pack your own snacks

On the Rocks offers craft drinks for purchase but no food—bring your favorite snacks to enjoy onboard.

info

ID required for alcohol

If you plan to purchase beer, wine, or cocktails, don’t forget to bring your ID to verify legal purchase age.

essential

No restrooms onboard

Plan accordingly since the boat does not have bathroom facilities during the 90-minute cruise.

warning

Recommended Gear

Layered clothing

To stay warm and comfortable amid changing coastal breezes.

Essential

Sunscreen

Protect your skin from extended exposure on bright, reflective water.

summer

Essential

Hat and sunglasses

Reduce glare and shield your eyes during sunny stretches.

summer

Reusable water bottle

Stay hydrated during your time on the water.

Essential
Portland Things To Do
Portland Boat Tour
Portland Water Activities
Portland Sightseeing Tour
  • Read our Portland, ME travel guide