Private Sunset Sail in Pleasant Bay, Cape Cod: An Exclusive Evening on the Water
Difficulty
easy
Duration
2 hours
Fitness Level
Suitable for all fitness levels; mostly seated or gentle movement on deck
Overview
Savor a private two-hour sunset sail on Pleasant Bay, Cape Cod, with a licensed captain steering your exclusive group. Discover tranquil waters, vibrant sunsets, and coastal wildlife on an unforgettable evening adventure.
Private Sunset Sail
From $750
Select participants and date
Adventure Photos
About This Adventure
Experience the magic of a private Sunset Sail, where you and your group can enjoy a serene two-hour journey on the water. With a licensed captain at the helm, savor the stunning views and create unforgettable memories. Limited availability makes this exclusive sailing adventure truly special.
Please refer to the attached calendar for exact departure times and live availability. This calendar is specific to Sunset Sails only. Day Sails have their own dedicated calendar.
Sunset Sail availability can be limited at peak times. If your desired date is unavailable, consider one of our Sunset Cruises instead. We run several powerboats each evening but only the one sailboat!
Please be sure to read through the FAQ's located at the bottom of our Sailing Charters page. Covered topics include our food/drinks policy, weather concerns and many more!
Private Charter Rates:
- 1-6 Passengers: $750.00
- Additional Passengers: $75.00 each
Max of 12 passengers
Duration: 2 hours
Notes:
- After booking, don’t worry if your party grows or shrinks. Your final rate will be adjusted based on the headcount that shows up on the day of your charter. Please remember that our sailboat can accommodate a maximum of 12 passengers regardless of age/size per Coast Guard regulations. Just don’t show up with 13 and everything will be fine!
- All sailing charters are private (for you and your group only) and include the services of a licensed captain and complimentary bottled water.
Adventure Tips
Book Early for Peak Season
Sunset sails fill quickly during summer; secure your spot weeks in advance to avoid disappointment.
Dress in Layers
Evenings breeze in Pleasant Bay can be cool; bring a light jacket to stay comfortable.
Bring a Camera
Sunsets here transform the sky into brilliant colors—perfect for photography enthusiasts.
Limit Group Size
Max 12 passengers per Coast Guard rules; larger groups should plan multiple charters.
Local Insights
Wildlife
- Harbor seals
- Double-crested cormorants
History
Pleasant Bay has been a hub for local fishing and sailing traditions dating back to the 19th century.
Conservation
Efforts to protect Pleasant Bay's delicate ecosystems include restrictions on motorized boats and strict waste disposal practices.
Select participants and date
Adventure Hotspots in Harwich
Frequently Asked Questions
Recommended Gear
Light Windbreaker
Protects against cool sea breeze during evening sails.
summer specific
Camera or Smartphone
Capture vivid sunset and scenic bay views.
Non-slip Shoes
Ensures safety while moving on wet or slippery deck surfaces.
Sunglasses with UV Protection
Helps reduce glare off the water during the sail.
summer specific