Trip OverviewHalf-Day Sail on Penn Cove
This trip is designed for those who:
Are visiting Whidbey for the day and want to experience Penn Cove and the island from the water, gaining a deeper understanding of the island
Enjoy outdoor experiences, good food, and quality small group experiences
Are spending time with friends and looking for a memorable afternoon together on the water
Push off from the Captain Whidbey dock and set a course toward the Penn Cove mussel farms. As you settle aboard, watch moon jellies drift beneath the hull while seals surface nearby with curious eyes.
The first half of the sail is spent weaving downwind through the mussel rafts, rich with sea life, as we explore before stopping at the Coupeville Pier to stretch your legs along the historic wharf. Back aboard, enjoy a seasonal bite and refreshment as we sail upwind, feeling our trimaran’s nimble performance on the return to the Inn.
Along the way, Captain Paul shares the geology, history, and local character of these home waters, offering guests a deeper connection to the place and the experience.
Departure times: 10 am–1:30 pm | 2:30–6 pm
Private charter: $650 for up to 4 guests
Group fare: $195 per person (2-guest min)
Sailing Itinerary
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The Captain Whidbey
Take a moment to explore the grounds before your sail. We’ll gather on the dock out front to welcome you aboard Windy.
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The Mussel Farms
With the group settled aboard, we set sail. Windy’s sails fill, carrying us away from the shoreline and into the natural beauty of Penn Cove.
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The Coupeville Wharf
Step ashore at the historic wharf to stretch your legs along the waterfront. Return to Windy for seasonal bites and refreshments before sailing on.
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Upwind Sailing Experience
With the afternoon breeze, Windy comes into her element. Upwind sailing brings a smooth, stable sense of speed across Penn Cove as guests enjoy the chance to take the helm.
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Return to The Captain Whidbey
Our final leg returns us to the private dock at Captain Whidbey. Many guests stay on for a meal overlooking Penn Cove, turning a great sail into a full day shared together.
“I was lucky enough to spend the day with Paul on the Windy, and what an experience it was!”
We enjoyed the amazing views that Penn Cove has to offer, wove our way through the shellfish farms, learned of local marine life, and enjoyed the incredible company and perspective that Paul adds.
The Windy herself is a nimble beauty that effortlessly glides through the water like a knife through butter. We ended the day with some snacks and drinks, smiling the whole way home.
-Brooks
General Information
How do we reserve our trip?
Email us with your preferred date to reserve your trip. A 50% non-refundable deposit by credit card confirms your booking, with the remaining 50% collected at the dock prior to departure.
What is included in the all-inclusive trip price?
Our complimentary beverage offerings, one appetizer, snacks, and photographic coverage of your trip by Captain Paul.
What’s not included in the trip price?
All onshore expenses, gratuity, and travel to and from the boat.
What are the guest requirements?
Guests should be comfortable boarding and moving around a sailboat, confident in their ability to swim, and willing to wear a provided life jacket. For safety reasons, each person must not exceed a weight limit of 250 lbs.
What happens if I book a group charter for one person?
Group charters require a minimum of two guests. If only one guest is booked, you may either pay for the second seat to meet the minimum, join another scheduled trip, upgrade to a private charter, or receive a full refund if the trip does not fill.
