Items | Casco Bay Sailing Escape: Half Day Custom Boat Charter
Casco Bay Sailing Escape: Half Day Custom Boat Charter
East End
Important Information
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Infants and small children can ride in a pram or stroller
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Service animals allowed
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Public transportation options are available nearby
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Specialized infant seats are available
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Suitable for all physical fitness levels
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Our charters are family-friendly. We’ve spent countless hours sailing with our own children, starting as young as 7 weeks old, so little ones (even infants) are always welcome.
Cancellation policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
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For a full refund, you must cancel at least 24 hours before the experience’s start time.
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Cut-off times are based on the experience’s local time.
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If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
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This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.
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Any changes made less than 24 hours before the experience’s start time will not be accepted.
Become our Lokal Curator
Are you ready to turn your hobbies into a business?
There are a lot of ways to get out on the water in Maine, but we make every charter feel personal, relaxed, and genuinely memorable. We’re a small, family-run sailing charter, and Sasa is a thoughtfully restored and beautifully outfitted yacht designed to feel warm, welcoming, and comfortable from the moment you step aboard.
Every sailing day trip in Maine we offer is fully customizable and built around your group’s vision of a perfect day on the water. Whether we’re exploring the islands, sailing past lighthouses, or anchoring at a secluded cove for a swim, the goal is simple: give you a day that feels easy, personal, and genuinely fun.
Highlights
4 hours
Offered in English
Free Cancellation
Mobile Ticket
4 hours
Offered in English
Free Cancellation
Mobile Ticket
What's Included
The option to take the helm, trim the sails, and brush up on your sailing skills
Light refreshments including locally inspired, chef-curated charcuterie
A post-swim digestif, including crisp, refreshing glass of wine or local beer, and non-alcoholic options such as sparkling waters and sodas
A flexible route based on conditions and your vibe
Onshore stop for lunch, shopping, or exploring. For this bonus adventure, book our full-day charter.
Meeting Points
Departure
1 Cutter St
Guests should park in the Cutter Street Parking Lot at East End Beach. The captain will meet you at the designated pickup point and transfer you to the boat aboard our private tender.
Return
Itinerary
Every sailing day trip in Maine we offer is fully customizable and built around your group’s vision of a perfect day on the water. Whether we’re exploring the islands, sailing past lighthouses, or anchoring at a secluded cove for a swim, the goal is simple: give you a day that feels easy, personal, and genuinely fun.
Example Itinerary:
Each trip is tailored to your group and the wind conditions that day, but a frequently requested, guest favorite sailing route begins in downtown Portland before heading out into Casco Bay. From there, we'll pass Portland Head Light for a close-up view from the water and weave through the classic rocky islands that make this stretch of coast so unique. When...
Casco Bay Sailing Escape: Half Day Custom Boat Charter
East End
About
There are a lot of ways to get out on the water in Maine, but we make every charter feel personal, relaxed, and genuinely memorable. We’re a small, family-run sailing charter, and Sasa is a thoughtfully restored and beautifully outfitted yacht designed to feel warm, welcoming, and comfortable from the moment you step aboard.
Every sailing day trip in Maine we offer is fully customizable and built around your group’s vision of a perfect day on the water. Whether we’re exploring the islands, sailing past lighthouses, or anchoring at a secluded cove for a swim, the goal is simple: give you a day that feels easy, personal, and genuinely fun.
Highlights
4 hours
Offered in English
Free Cancellation
Mobile Ticket
4 hours
Offered in English
Free Cancellation
Mobile Ticket
What's Included
The option to take the helm, trim the sails, and brush up on your sailing skills
Light refreshments including locally inspired, chef-curated charcuterie
A post-swim digestif, including crisp, refreshing glass of wine or local beer, and non-alcoholic options such as sparkling waters and sodas
A flexible route based on conditions and your vibe
Onshore stop for lunch, shopping, or exploring. For this bonus adventure, book our full-day charter.
Meeting Points
Departure
1 Cutter St
Guests should park in the Cutter Street Parking Lot at East End Beach. The captain will meet you at the designated pickup point and transfer you to the boat aboard our private tender.
