Join us for a PARIS TO PNW Wine Tasting at Doe Bay Wine company with sommelier Cole Sisson. Host Sisson will "transport" guests to Paris and back through four flights of wine, comparing and contrasting some of the best wines from each region. Cheese and charcuterie included.

Sommelier Cole Sisson is the founder of Doe Bay Wine Company, a bottleshop and tasting room in Eastsound on Orcas Island. Featuring small production wines, beer and cider paired with cheese and charcuterie boards. Featured in NY Times, Food & Wine and Seattle Magazine.

Water's Edge at Outlook Inn guests checked in on September 28th, 2019 receive complimentary tickets to this event: Obtain Water's Edge Tickets (Must match name of registered guest).

All other Outlook Inn guests are eligible to purchase $25 tickets to this event. Purchase tickets at EventBrite and please use the same name on our registered guest list. General admission tickets are $45

Use the code FALL at to receive $75 off a 2-night stay.

Doe Bay Wine Co. Bottleshop & Tasting Room is located in the heart of Eastsound on Orcas Island.

Doe Bay Wine Co. Bottleshop & Tasting Room is located in the heart of Eastsound on Orcas Island.


Orcas Island Film Fest: A Great Time To Visit


Film is an incredible art form with the power to transform lives. The mission of the Orcas Island Film Fest is to harness the creative energy of film to build a more inspired and vibrant community in the San Juan Archipelago.  Attendees of the film festival are treated to critically acclaimed feature films from around the world, locally created short films, and occasionally master classes taught by Hollywood’s top directors, and VR lab exhibits.  Because Orcas Island is an intimate venue, filmgoers get the rare opportunity to watch films and rub elbows with the world-class filmmakers themselves. In 2018 and 2019, oscar nominated director Jean-Marc Valee was a featured guest who also treated audiences to a master class in which he shared how he edited key sequences of the critically-acclaimed series Sharp Objects, starring Amy Adams.

The Film Festival is always located in the village of Eastsound on Orcas Island. Last year over 30 films showed in 2 venues over 5 days. The venues are all walking distance from each other as are many of the restaurants and bars.

We hope you’ll be able to visit the film festival one day. And, if you do, make sure to ask for the Orcas Island Film Fest promo code for your room.

Watch The Film Fest Trailer


Some Featured Films & Directors From Orcas Island Film Fest 2018


Literary Love on Orcas Island

My Body, My Voice 2019 panel w/authors Anna Quinn, Keetje Kuipers, Finn Menzies, Natalie Singer

My Body, My Voice 2019 panel w/authors Anna Quinn, Keetje Kuipers, Finn Menzies, Natalie Singer

One of our missions at the Outlook Inn is to support the arts on Orcas Island and help kids thrive in schools and out of schools. As part of that mission, we are the proud founding sponsors of the Orcas Island Lit Fest, which held its first literary festival for kids and adults in 2018, featuring Pulitzer Prize winning authors Adam Johnson and Gilbert King, as well as NY Times bestselling authors Jami Attenberg and Robin Sloan (Mr. Penumbra’s 24-Hour Bookstore), award-winning actress Miranda Otto (Lord of The Rings, Homeland) and dozens of other emerging voices, and regional poets. The festival takes place every year in April and held its second festival this weekend to much praise. This year the NY Times bestselling author Therese Mailhot moved audiences, along with Judith Thurman, Matt Johnson and Eric Puchner.

Hope you get to experience this one-of-a-kind event on our beautiful island. If you do, remember to ask for the OILF room discount and book ahead—Outlook Inn has sold out every year.

Local authors Jonathan White + Thor Hanson featured

Local authors Jonathan White + Thor Hanson featured


The Orcas Island Lit Fest (OILF) is an annual celebration of literature and community held in an inspiringly beautiful place. With the San Juan Islands as its backdrop, the festival brings together renowned authors and avid readers, visitors and locals, for three days of panels, readings and events that highlight the vibrant literary culture of the Pacific Northwest and beyond. From Pulitzer Prize winners to gifted new voices, featured artists from across the country represent the finest in contemporary fiction, nonfiction, poetry, playwriting and more. The Orcas Island Lit Fest is your opportunity to engage with world-class writers and their work in an intimate, inclusive setting that welcomes everyone who loves books.