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    Island Style Charters

    4.9 (29 reviews)
    Closed 9:00 am - 11:00 pm

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    Boat
    Kyle P.

    Had a really great time on the sunset cruise. My sister and her family were in town for their first visit to Portland and wanted to do a river cruise. The crew was really friendly and attentive, and the price of drinks was surprisingly cheap. The host of the evening did a great job toeing the line between giving facts/playing tour guide and letting people enjoy themselves. It was a good mix of interesting info without being overbearing. The tour goes south down way to Dunthorpe, turns and comes back on the far side of Ross Island, then goes up past the Fremont Bridge for unobstructed sunset views before heading back to dock. The price for the tour was right -- it was cheaper than the Portland Spirit's dinner cruise (the only tour they offer for sunset) and longer than their late afternoon happy hour cruise. Overall I recommend Island Style for a fun and easy tour of the Willamette!

    Angel L.

    Our group of teachers from ND had an amazing time on this 2-hour sunset tiki boat cruise. From the moment we stepped on board, Mindy, AJ, and Josiah made us feel comfortable and welcomed. They were friendly, engaging, and spent the entire cruise interacting with guests like we were longtime friends. They shared interesting facts about the river, city, and bridges that added a fun and educational touch to the trip. Captain Dale was equally wonderful, with a great sense of humor and a friendly attitude. The crew went above and beyond to make the cruise enjoyable and memorable. It truly was the highlight of our trip, and we could not recommend it more. If you're looking for a relaxing and fun way to enjoy the river, this is it. An unforgettable experience that we would all do again in a heartbeat. 10 out of 10, easily!

    Boat
    Mark M.

    Thank you! My family and I had a blast! This was a nice smooth boat ride. Enjoyable with games for kids. Josiah was great with the kids and remembered everyone's names! Thank you Island Style Charters!

    Casey B.

    Island Vibes in the Heart of Portland - 10/10 Tiki Boat Cruise! We had an amazing time with Island Style Charters on their 3-5pm tiki boat cruise! From start to finish, it was tropical fun right on the Willamette. Captain Dale, Mindy, Taylor, and the entire crew were absolute gems--super welcoming, professional, and clearly passionate about making the experience unforgettable. The views were fantastic as we cruised past Portland's skyline and bridges in the afternoon sun--bright, breezy, and beautiful. The drinks were cold, tasty, and totally affordable (a rare combo these days!). Great music, good company, and an atmosphere that made everyone relax and enjoy. Whether you've got a small crew or want to fill the boat with 40+ of your favorite people, this is a can't-miss Portland activity. Perfect for birthdays, celebrations, or just because you want to feel like you're on vacation for a couple hours. Support this awesome local biz--you'll be glad you did. We'll definitely be back!

    Reno K.

    Great casual relaxing concept. Chill, hang out have a drink chat with friends and family. Captain Dale was great Kylie was helpful with drinks and pictures. Enjoy the Vibe worth it. Recommend to the staff in the future have one free welcome aboard splash drink like they do at the island resorts.

    Houses you see on the river
    Seana A.

    It was a ton of fun! We even got to play corn hole and mini golf! The staff was very nice, it was a great experience for all!

    Willamette Falls as viewed from the charter.
    Leda K.

    Terrific family event for Mother's Day. Informative, entertaining, peaceful, and relaxing. Great idea to visit Willamette Falls. We will have to try the bridges overview. Delicious snacks, and thoughtful menu for the 3-hr trip. You can tell this family is passionate about anything maritime, and have made a tremendous effort to provide a memorable experience. Great customer service - we had everything we need, but most importantly created a great memory. Loved the entire team. Thanks!

    Corrina A.

    What an amazing captain and crew. It was an awesome experience. The crew went above and beyond to make it an enjoyable, fun, relaxing, beautiful little cruise on the Willamette River, while throwing in some fun facts and trivia about the history of our surroundings. We are looking forward to booking more trips in the future. The tiki pontoon boat is beautiful and great memories were made playing corn hole, putting , sight seeing, good island vibe music, enjoying a glass of wine, spending time with family and learning new things about our beautiful city of Portland on the Willamette. I highly recommend this wonderful experience and Island Style Charters. Happy cruising.

    Best charter cruise!!! Amazing hospitality from Dale and Mindy! They were friendly and an absolute joy. It was totally worth it with great views. We ever did it in the rain at night and we were not cold at all!

    View back towards Portland

    Captain Dale and his crew (Josiah, AJ, Kylie) make every trip welcoming and enjoyable with breathtaking scenery. We have done the 2 hour Palapa adults only Happy Hour cruise and 3 hour waterfall cruise to Willamette Falls. I have never been this close to these amazing Falls. So relaxing! Can't wait for our next cruise!

    Cruising south, looking at the west bank of the Willamette... see the clock on the tower at the train depot?

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    5 days ago

    They participated in the Little Float in Milwaukie and the brought the FUN! You have got to try this with your friends! Highly recommend!

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    8 months ago

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    Ask the Community - Island Style Charters

    What is the cost?

    I think we paid $45 but their pricing could be different depending on wrist cruise you take. Check out their website

    Don’t See Your Question? Ask Away!

    Review Highlights - Island Style Charters

    Captain Dale and his crew (Josiah, AJ, Kylie) make every trip welcoming and enjoyable with breathtaking scenery.

    Mentioned in 6 reviews

    Read more highlights

    Backcountry Wine Tours

    Backcountry Wine Tours

    4.9
    (125 reviews)

    We celebrated a milestone birthday on the tour and had a wonderful time with our guide. We were…read morepart of a small tour and there were only five of us. The van was clean and comfortable. They provided water and while we were driving, our tour guide provided rich history of the valley and the land. We visited three excellent wineries and had different experiences at each of them. The first was a traditional and one of the oldest wineries, then we went to another winery that served white Pinot Noir, which was amazing, and we went to another modern winery with a really rich history as well, and it was by far the sleekest winery we visited. I love that they curated the tour to highlight different practices in organic and biodynamic farming. We learned a lot during our time together. We also had opportunities to venture off on our own, which served us well because we didn't want to feel forced to engage with people we were never going to see again. I highly recommend this tour company, especially if you want to learn about the terroir of the Willamette Valley. We also highly recommend visiting their beautiful and well stocked tasting room in Portland!

    My wife and I thoroughly enjoyed our all-day joinable tour with Backcountry Wine Tours. There was…read morejust one other couple in our van, so the tour felt relaxed and intimate. (This is their typical tour size.) The very detailed pre-trip questionnaire we had completed ensured we would visit just the right boutique wineries for our interests. (Our favorite was Arlyn, but each offered a very different experience.) Our guide, Aron, who has worked in the wine industry, was very knowledgeable and shared lots of good information--including about unrelated topics like places to eat in Portland. He also picked up lunch for us at The Horse Radish in Carlton, so we could eat at one of the wineries and not waste time driving. Be sure to read the FAQ page on the Backcountry Wine Tours website for details on how joinable tours work, how they select wineries, etc.

    All About You Luxury Wine Tours

    All About You Luxury Wine Tours

    4.8
    (169 reviews)
    $$

    Cedric (the owner) is the literally the best! When I reached out about his company, he called me…read moreand we had a fantastic chat. He was very attentive and wanted to get a vibe for what the group (6 women) wanted and enjoys in life - all so HE could plan 2 amazing days at wineries in the greater Portland area. After the chat, we netted out on two full days (8 hrs each day. We survived by the way.) in June. He picked us up right at our Airbnb (Pearl) in a comfortable van with lots of room and already had the jams playing (his 90s/00s playlist is ON POINT). For the first day, we went out to the Mt. Hood area which was beyond beautiful (don't think I've ever seen a winery with a majestic mountain as a back drop). I highly recommend this route as it has more of a mom & pop feeling than other major wine areas I've visited (especially if you can do multiple days in this region). You also get a wider range of varietals vs. Willamette (not knocking W.V. AT ALL as I'm a Pinot Noir gal). Cedric completely planned the entire day and we hit up 4 different wineries and none disappointed. He also grabbed us lunch which was fantastic. The drive is beautiful along the Colombia River. Dropped off at our place in the Pearl. Day 2 (the following day) we hit up the famous Willamette Valley. We had a couple last minute requests (in terms of must-have wineries) that Cedric completely accommodated and he re-routed our day to ensure we hit the best of the best. He worked his magic and we were able to visit FIVE (!), including the last stop where we chatted with the owner/winemaker while playing bocce ball (Utopia wines). It was a fantastic day. We visited some big players like Domaine Serene (YES) and Stoller (great for a picnic lunch), but also some smaller but beautiful wineries like Colene Clemens (top of hill overlooking valley) and Vista Hills (think tree house vibes). Cedric promised a magical day and he delivered. This was by far my favorite wine tour experience and I've done a lot of them across the country/world. Cedric was the difference maker. He's a fantastic and hilarious host and truly makes the experience one to remember. His company has other drivers as well and I imagine they are of the same breed as Mr. Cedric, so no matter who you get, you won't be disappointed!!

    Our private wine tour with Cedric was the most awesome kick-off to our weekend Portland trip…read more Cedric was so accommodating and really went out of his way to make sure we had the best time, and had everything we needed! We made amazing memories and had the most fun photo shoots! I booked Cedric because of all of his awesome reviews, and luckily I'm writing one because he did not disappoint! Thank you, Cedric!!

    A Great Oregon Wine Tour

    A Great Oregon Wine Tour

    4.4
    (89 reviews)

    Our party of four spent the day with A Great Oregon Wine Tour, and it set a new standard. Wayne,…read morethe owner, built our itinerary around a specific request. I wanted at least one winery pouring Sauvignon Blanc in a valley dominated by Pinot Noir and Chardonnay. He found Balsall Creek, then rounded out the day with Ridgecrest and Compris. All three were off the beaten path. No crowded tasting rooms, no tour bus circuit. Just remarkable wines and winemakers with stories to tell. Our guide Robert is a master sommelier, and it showed all day. My wife and I have tasted extensively in the Russian River Valley and Bourgogne, and Robert drew sharp comparisons between all three regions. He walked us through the Willamette's geologic history, from the Missoula Floods to the volcanic and marine sedimentary soils that define its AVAs, and connected it all to what was in our glasses. It was a full day of wine education disguised as a tasting tour. The picnic lunches, made by Wayne and his wife, were a highlight of their own. The turkey sandwich with apple and cucumber drew raves from the table. My vegan lettuce wrap was every bit as good. These were not afterthought box lunches. Our group of four had a roomy van to ourselves, which kept the whole day comfortable and unhurried. If you want a Willamette Valley experience beyond the usual stops, book with Wayne and ask for Robert.

    From the minute Wayne showed up with his huge smile..right on time to for a "loud" group of eight…read moremature girls .lol to the last minute..It was a true pleasure and a day of wine tasting I will never forget...our private appt only tastings made us feel quite special and the beauty of the vineyards were stunning ... The wealth of knowledge and the winery choices of both Wayne and Camille exceeded my expectation.. Would definitely use this company again and I promote it 100% A great company and such a lasting memory thank you so much Wayne and Camille

    Island Style Charters - boattours - Updated August 2026

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