Island Style Charters Online Reservations

Reservation Summary

Important information

Celebrate Dad with a 2-hour sunset cruise along the Willamette River—an unforgettable evening filled with fresh air, great vibes, and spectacular views. Set sail on an island-style adventure through Portland’s iconic waterfront as the city glows in the golden hour light. Sip on a local craft beer or tropical cocktail while our improv-style guide shares fun facts and leads interactive games and trivia. Whether you’re relaxing with the breeze or joining the action on deck, this cruise is the perfect blend of chill and fun—an ideal way to honor Dad with a unique and memorable evening on the water!

About This Event

Enjoy Portland from the water on this relaxed, island-style sunset cruise along the Willamette River. This approximately 2.5 -hour, all ages experience blends scenic views, tropical vibes, and a welcoming atmosphere for a memorable evening on the river.

Cruise past floating homes, historic riverside properties, Waverly Country Club, and glide under 10 iconic bridges as the sky shifts with sunset colors and the city reflects on the water. The route includes a unique stretch behind Ross Island, offering a quieter, more scenic perspective you won’t see from shore.

Settle into flexible seating aboard our tiki-styled boat, featuring both open-air areas and a covered palapa rooftop with wind protection screening for added comfort in cooler weather. Snacks and drinks are available for purchase onboard, including cocktails, beer, wine and cider.

Whether you’re sightseeing, celebrating, or simply unwinding, this sunset cruise offers a fun, social way to connect and experience Portland from a whole new angle.