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Experience hosted by Brock

3 hours
Includes food, drinks, transportation, equipment
Up to 6 people
Hosted in English

What you'll do

Guests will board our beautiful 39-foot sailing yacht at our slip in the marina. We'll tour the boat, review safety, and answer any questions before departing on a relaxing three-hour sailing tour of Portland Harbor and Casco Bay.
You'll enjoy fantastic views of Portland's working waterfront, stunning coastline, famous lighthouses, and unique marine wildlife. We regularly see seals and eagles and many different kinds of seabirds. Occasionally, we see a whale if the conditions allow us to venture a short ways offshore.
The sailing in Maine is excellent. If you have some sailing experience, feel free to grab the wheel or help trim sails, or simply let the captain take care of everything.
The boat will return to the same dock where guests boarded.
Guests will board our beautiful 39-foot sailing yacht at our slip in the marina. We'll tour the boat, review safety, and answer any questions before departing on a relaxing three-hour sailing tour of Portland Harbor and Casco Bay.
You'll enjoy fantastic views of Portland's working waterfront, stunning coastline, famous lighthouses, and unique marine wildlife. We regularly see seals and eagles and many different kinds of seabirds. Occasional…

What's included

  • Food
    We'll provide light snacks--chips, pretzels, and other munchies. Feel free...
  • Drinks
    We provide water, soft drinks, coffee and tea, and light snacks. Guests ar...
  • Transportation
    Our sailboat Juliet is a 39-foot Island Packet 380. She is a capable coasta...
  • Equipment
From $150
/ person
Sat, Aug 29
11:00 AM - 2:00 PM
$150 per person
$150 per person
Sat, Aug 29
3:00 PM - 6:00 PM
$150 per person
$150 per person
Sun, Aug 30
11:00 AM - 2:00 PM
$150 per person
$150 per person

Meet your host, Brock

Host on Airbnb since 2012
  • Identity verified
I'm a lifelong sailor and U.S. Coast Guard licensed boat captain. I've lived on a sailboat in Portland, Maine for several years and founded Seakindly Charters in 2018 to share my love of sailing, Portland's waterfront, Casco Bay, and the Maine Coast with others.
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Where you'll be

Sailing provides an exceptional vantage point to see the local coastal scenery, including the following points of interest: Portland's Old Port and Working Waterfront; Portland Headlight & Fort Williams Park; Fort Gorges; Ram Island Light; Cape Elizabeth; Peaks Island and Great Diamond Island

Choose from available dates

4 available

Activity advisory

Expert industry partners
Every adventure follows industry guidelines. We partnered with the Adventure Travel Trade Association, expert leaders in adventure travel, to define best practices and standards for safety.
Know your comfort level
Please note outdoor activities carry risks, and you may be exposed to dangerous situations as part of this experience. Make sure you can participate safely given your abilities and the conditions (such as location, weather, and equipment).

Things to know

Cancellation policy

Any experience can be canceled and fully refunded within 24 hours of purchase, or at least 7 days before the experience starts.

Guest requirements

Up to 6 guests of all ages can attend.

More tips

Our boat slip is located in South Port Marine (near Snowsquall restaurant). Please do not park in the marina's parking lot. There is plenty of free street parking nearby. Captain Brock will meet you on the lawn near the dock entrance, next to flagpole and picnic tables.

What to bring

Windbreaker/Jacket

Sweater