2026 River Cruises @ Island Style Charters | Fleet Week, Sunset Cruises, Dragon Boats & More

From our sponsors:
Island Style Charters River Cruises
Thursdays – Sundays + Additional Holiday & Specialty Cruises | $15-65 | All Ages (Some cruises 21+)
Purchase Tickets + Full Cruise Schedule: islandstylecharters.com

Boarding Location: 2001 S River Drive, Portland, Oregon 97201

Experience Portland like never before aboard Island Style Charters! From Happy Hour to Family Fun, there’s a cruise for everyone!

Special Events
Check out our website for details on:

• Dragon Boat Watching and Fleet Week Cruises
• Father’s Day Events
• Waterfall Wednesdays starting June 10th

Fleet Week
This cruise is during Portland’s annual Fleet Week ~ an incredible display of US Navy ships. We aim to get a rare look at those docked near downtown. There are various other interesting ships and sights to view around the river along our route.The fleet viewing schedule is not finalized yet (subject to USCG oversight), but we’re excited for this special day! More information will be announced as the date approaches. Security scan may be required before coming onboard.

Dragon Boat Races
This rare cruise features Portland’s famous Dragon Boat races! The schedule isn’t finalized yet, but we’re excited for this special day! More information will be announced as the date approaches. Security scan may be required before coming onboard. Later in the day will be a celebration cruise for racers, spectators, and Rose Festival visitors! On this cruise, we recognize any present rowers who competed in Portland’s famous Dragon Boat races this weekend (Saturday/Sunday) and worked hard all year in preparation for the event!

Sunset Cruise & Willamette River Tour
Enjoy Portland from the water on this relaxed, island-style sunset cruise along the Willamette River. This all-ages experience blends scenic views, tropical vibes, and a welcoming atmosphere for a memorable evening on the river.  We cruise past floating homes, historic riverside properties, and glide under 10 iconic bridges.  See the city’s beauty reflect on water during Portland’s golden hour!  

Tiki Night & City Lights (21+)
When the sun goes down, the tiki lights turn up! Join us for a laid-back, island-inspired night cruise along Portland’s glittering waterfront. We’ll stay at the heart of downtown for the full hour cruise, gliding under glowing bridges and soaking in as much of the city’s skyline sparkle as you can see! Kick back, sip tropical drinks and sway to smooth tunes under the stars.

City Views Day Cruise
Step aboard Portland’s only tiki boat for a river cruise that blends laid-back island vibes with playful onboard energy and scenic city views.  This all-ages experience shifts naturally with the vibe of the crowd. Relax, sip and take in downtown landmarks and iconic bridges as you enjoy the sights and fresh air on the Willamette River.

Tiki Boat Party Float Happy Hour
This offering may become available on short notice so check back to our website calendar often!  Our happy hour cruise is a time for floating away from busy city vibes and escaping to an island paradise!  Sip a delicious drink, chat with old friends and make new ones on Portland’s only Tiki Style river boat!  Listen carefully and you may learn a few fun tidbits about Portland’s waterfront and bridges or compete in one of our onboard games to win a prize!