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Classes & Activities in Portland

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    Taste of Sailing (45 Min)

    (2)
    Have you dreamed of conquesting the majestic waters atop a sailboat, but never really wanted to commit to buying one? Get a quick taste of what life at sea is like on this short voyage to Ross Island and back. Get as hands on as you like -- either sit back and relax, or help out pulling lines and dodging the boom. What's even better? You can bring your own snacks, booze and kids! A fun time will be had by all as you zip across the ocean blue with friends and family by your side. Sail away!
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    Taste of Sailing (45 Min)

    800 SW Idaho St, Portland

    • Get a taste of what it's like to go sailing on this 45 minute trip!
    • Work the lines and even steer the boat as you sail to Ross island and back
    • Stay refreshed -- you can bring your own snacks and booze!
    • Have a fun nautical time -- adults and children alike!
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    2 positive reviews
    Taste of Sailing (45 Min)
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    Sail, Wine and Dine Cruise

    (2)
    There's nothing this package doesn't cover for a special night out, regardless of the occasion! Enjoy the amazing views as you sail up river past the exclusive Waverly Country Club, the Palatine Castle, and the volcanic caldera near Elk Rock Island. Afterwards, walk around the volcanic caldera and enjoy a fine wine with appetizers at Wine 30. Pretty romantic and impressive, right? Afterwards, sail back down the river and feel the glow in your face (and your stomach) from all that delicious wine. What more could you ask for?
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    Sail, Wine and Dine Cruise

    800 SW Idaho St, Portland

    • Embark on a stunning sail up river past the exclusive Waverly Country Club, the Palatine Castle, and the spectacular volcanic caldera near Elk Rock Island
    • Explore the dining and drinking treasures found at the one and only Wine 30
    • Enjoy a starlit sail back after dinner
    • Experience a night that will fulfill your stomach and the rest of your senses
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    2 positive reviews
    Sail, Wine and Dine Cruise
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    Sailing Tour for Two

    (2)
    Enjoy a spectacular sailing adventure with a close friend or significant other in this this sailing adventure for two! You'll enjoy up-close looks at floating homes on the Willamette, and sail to upriver popular destinations that could include the historic Holgate Channel, the stunning Portland riverfront. You could also end with a fun run up the west side of Ross Island before heading back to the dock. Don't forget your camera to capture stunning photos from river! And if you'd like, you're even free to bring along snacks or adult beverages. Whatever floats your boat!
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    Sailing Tour for Two

    800 SW Idaho St, Portland

    • Enjoy an intimate tour for two down the historic Holgate channel to the spectacular city riverfront
    • Capture beautiful photographs for several historical sites you'll be visiting along the way
    • Bring your own adult beverages and snacks to add to the fun of the experience
    • Get out of the city and enjoy some fresh air on the water
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    2 positive reviews
    Sailing Tour for Two
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    Private Family Sail

    (2)
    Break out your best sailor's duds! This private sailing adventure is the perfect opportunity for you and up to five family members to enjoy a lazy sail away from the city, or an up-close view of its bustling waterfront. In the meantime, your captain will try to give you and your family the sail you truly desire. This is the perfect opportunity to spend some intimate time with those close to you. You can even add to the experience by bringing snacks and adult beverages for a truly fulfilling time!
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    Private Family Sail

    800 SW Idaho St, Portland

    • Enjoy a private family sail for up to six people
    • Pick your own destination, whether it be upriver or along Portland's bustling riverside
    • Bring your own adult beverages and snacks to add to the fun of the experience
    • Get out of the city and enjoy some fresh air on the water
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    2 positive reviews
    Private Family Sail
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    Sunset, City Lights or Afternoon Charter

    (2)
    Celebrate life in style on this chartered sailing adventure! You and your friends will enjoy private use of a sailing vessel on the Willamette River, helmed by an experienced captain who will try to accommodate your destination wishes. You can sail upriver to escape the city, or visit the riverfront for a closer look at it- the choice is yours! To add to the fun, you can bring along your own snacks and adult beverages. This is a great way to enjoy some quality time with close friends or family, and to bring a little adventure into your life. It's also the ideal opportunity to break out that sailor's cap!
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    Sunset, City Lights or Afternoon Charter

    800 SW Idaho St, Portland

    • Enjoy a sailing adventure along the Willamette River with up to seven friends
    • Pick your own destination, whether it be upriver or along Portland's bustling riverside
    • Bring your own adult beverages and snacks to add to the fun of the experience
    • Get out of the city and enjoy some fresh air on the water
    BOOK NOW ← Back
    2 positive reviews
    Sunset, City Lights or Afternoon Charter
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    Introduction to Sailing

    (2)
    Come aboard for a 90-minute crash course in sailing! This event is intended as a fun and interactive introduction. Under the guidance of an experienced instructor, you'll get a taste of what it really means to be a sailor, plus learn sailing nomenclature and general waterway etiquette. Of course, you'll also enjoy plenty of hands-on work, taking part in hoisting the sail, steering, tacking, and jibing, all while navigating Oregon's beautiful Willamette river. If you've ever wanted to know if you have what it takes to man the helm of a sailboat, then you won't want to miss the boat on this one!
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    Introduction to Sailing

    800 SW Idaho St, Portland

    • Enjoy an introductory sailing lesson on the Willamette River
    • Get some hands-on practice manipulating the sale and steer the vessel
    • Take part in an intimate adventure while picking up some new skills
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    2 positive reviews
    Introduction to Sailing
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