Trip OverviewDay Sail on Penn Cove
Sail beyond the Coupeville Wharf toward Blowers Bluff, where the exposed cliffs provide a view into the geologic history that shaped Penn Cove thousands of years ago. Learn to steer, or simply relax on the nets and enjoy the motion of sailing with views of Mount Baker off our bow. Upon arrival at our afternoon stop, set out on paddleboards along the shore or take a walk on the beach before gathering for a picnic made with locally sourced ingredients.
With an entire day to enjoy, guests have the opportunity to take part in sailing, navigation, and time ashore as the day unfolds naturally around the interests of the group. Our days are full yet never rushed. When we return to the dock, you will feel a closer connection to the region, the experience of sailing, and the group you set out with.
Private Sail · 7 Hours · Up to Four Guests
11:00 am- 6 pm
$1,150 + tax
Who is this Experience for:
If you’re spending multiple days on Whidbey Island
We had such a memorable and fabulous time on board with Captain Paul. His knowledge of the surrounding environment and his ability to make us feel at home on the water were truly incredible. Sharing travel stories, laughing, and experiencing something new was an absolute pleasure. Thanks so much, Paul! Can’t wait for the next adventure.
- Katie
Sailing itinerary
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The Captain Whidbey
Take a moment to explore the grounds and gather your belongings before setting sail.
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The Mussel Farms
We begin our day by weaving through the mussel rafts thriving with marine life.
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The Coupeville Wharf
visit the historic wharf as Captain Paul sets our downwind sails and invites you back aboard for the next adventure.
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Explore Penn Cove
Our course carries us along Blowers Bluff as we trim the sails and hold a steady pace toward our next stop.
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Experience Paddle Boarding
As we approach our afternoon anchorage, paddle along kelp forests and shoreline toward our lunch stop.
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Lunch on the beach
As we roll out the Italian tablecloth and prepare lunch, guests are free to explore the beach before gathering together to share a meal inspired by local ingredients and regional flavors.
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Afternoon Sailing
After a day of adventure, we sail back up the cove in the afternoon winds, enjoying the speed of performance trimaran sailing before returning to the dock in the evening light.
General Information
How do we reserve our trip?
Email us with your preferred date, and secure your reservation with a 50% nonrefundable deposit by credit card.
What is included in the all-inclusive trip price?
Mustang inflatable life jackets, access to all guided activities, complimentary beverages (alcoholic and non-alcoholic), lunch, snacks, and photographic coverage of your trip by Captain Paul.
What’s not included in the trip price?
Onshore expenses, gratuity, and transportation to and from the boat.
Can we request a custom itinerary?
Yes, within the time and area of your charter. If you’d like to explore beyond that, just let us know.
What are the guest requirements?
Guests should be comfortable on boats, able to swim, and willing to wear a provided life jacket. For safety, there is a per-person weight limit of 250 lbs and a maximum total of 850 lbs for up to four guests.
Can you accommodate dietary restrictions and preferences?
With advance notice, we will do our very best to accommodate your needs. Please include any details in your email.
What is your age limitation?
Our age requirement is based on the fit of our child life jackets, which typically accommodate children around 4–5 years old depending on weight. Please include details in your email—we love having families aboard.
