Cocktail Cruises on Casco Bay with On the Rocks
Difficulty
easy
Duration
1.5 hours typical
Fitness Level
No particular fitness needed; suitable for most ages and abilities
Overview
Set sail on Casco Bay with On the Rocks Cocktail Cruises for an unbeatable mix of maritime views and local drinks. From sunset sails to happy hour trips, discover why this Portland favorite shines on the water.
Cocktail Cruises on Casco Bay with On the Rocks
Adventure Tips
Book Early for Sunset Cruises
Sunset cruises fill up quickly, especially on weekends—reserve in advance for the best times.
Dress in Layers
Coastal winds can be chilly even in summer evenings; bring a light jacket or windbreaker.
Arrive On Time
Cruises depart promptly from the dock; early arrival ensures a smooth boarding process.
Limit Seating Size for Private Charters
Custom charters on intimate boats work best with smaller groups for comfort and space.
Local Insights
Wildlife
- Osprey nesting along channel markers
- Harbor seals lounging on outcroppings
History
Casco Bay has been a vital fishing and shipping hub since the 17th century, with many lighthouses dating back to the 1800s.
Conservation
Operators follow strict waste management and limit emissions to protect Casco Bay’s delicate marine ecosystem.
Adventure Hotspots in Portland
Frequently Asked Questions
Recommended Gear
Windbreaker or Light Jacket
Protects against cool coastal winds emerging in the shoulder seasons.
spring specific
Sunglasses
Essential for glare reduction on bright water during daytime sails.
summer specific
Camera or Smartphone
Capture lighthouses, wildlife, and sunset colors along Casco Bay.
Non-slip Shoes
Stable footing on potentially wet, moving decks keeps your footing secure.