Skip to main content
Cocktail Cruises in Portland Harbor with On the Rocks
Portland•easy
Difficulty
easy
Duration
1.5 to 2 hours
Fitness Level
Suitable for most fitness levels; minimal physical exertion required, mostly seated or standing on a boat deck.
Overview
Set sail on Portland’s vibrant harbor with On the Rocks Cocktail Cruises. Whether it’s a sunset sail with craft cocktails or a lively happy hour, these charters offer a fresh way to savor Maine’s coastal charm from the water.
Cocktail Cruises in Portland Harbor with On the Rocks
Select participants and date
Adventure Tips
Book in Advance
Popular cruises can fill up quickly, especially sunset and weekend sails. Secure your spot ahead of time to avoid disappointment.
Dress in Layers
Evenings on the water can get chilly, so bring a windbreaker or light jacket for comfort after the sun sets.
Arrive Early
Check in early to get comfortable seating and listen to the pre-cruise safety briefing without rush.
No BYOB Policy
All drinks are provided onboard, with a broad selection of local cocktails and beers—plan accordingly.
Local Insights
Wildlife
- Ospreys nesting along the harbor piers
- Harbor seals frequently spotted near Lighthouse Park
History
Portland's harbor has been a crucial maritime hub since the 18th century, with many lighthouses guiding vessels safely through Casco Bay.
Conservation
On the Rocks supports sustainable practices by minimizing plastic waste and promoting respect for local wildlife during cruises.
Select participants and date
Adventure Hotspots in Portland, Maine
Date
Sat, Jun 6
Travelers
2
Recommended Gear
Windbreaker or Light Jacket
Essential
Protects against cool breezes and wind chill on the water.
spring|summer|fall|winter specific
Sunglasses
Essential
Reduces glare reflecting off the water for better visibility and comfort.
spring|summer|fall specific
Closed-Toe Shoes
Essential
Offers secure footing on the boat deck and protection from slippery surfaces.
Camera or Smartphone
Captures stunning coastal views, wildlife, and memorable moments during the cruise.
Frequently Asked Questions
Date
Fri, Jun 5
Travelers
2