Things to do in Portland

    Discover amazing Portland activities and premium in-home experiences.

    Portland, a charming gem along the rugged coast of New England, effortlessly marries historic allure with vibrant modernity. Known for its bustling waterfront, artisanal eateries, and dynamic arts scene, this city offers a delightful tapestry of experiences from savoring fresh lobster rolls to exploring cobblestone streets lined with eclectic shops. Whether you're drawn by the salty sea breeze or the warm community vibe, Portland invites you to immerse yourself in its unique blend of culture and coastal charm.

    Popular Activities in Portland

    Columbia Gorge Waterfalls Tour from Portland

    Discover Columbia River Gorge highlights and iconic waterfalls on a guided 4-hour excursion

    5.0 276 reviews
    $89/ person

    5 Columbia Gorge Waterfalls at Golden Hour

    Experience five Columbia Gorge waterfalls at golden hour with reserved parking and expert local guides

    4.9 425 reviews
    $89/ person

    Oregon Coast Small Group Tour with Local Guide

    Explore dramatic beaches, offshore rock formations, and charming coastal towns with guided hikes and local insights.

    5.0 276 reviews
    $149/ person

    Portland Architecture, Parks & Activist History Tour

    Discover Portland's architecture, parks, and activist history on an engaging two-hour guided walk

    4.9 641 reviews
    $29/ person

    Silver Falls Trail of 10 Waterfalls with Guide

    Discover multiple waterfalls on a guided 6-hour hike through Silver Falls State Park.

    4.9 641 reviews
    $70/ person

    Downtown Portland Chocolate & Specialty Coffee Walk

    Taste artisan chocolates and specialty coffees while exploring downtown Portland on foot

    4.9 641 reviews
    $50/ person

    Insider Food Cart Tour: 4 Pods by Bike

    Pedal to top food cart pods and taste diverse Portland flavors

    4.9 641 reviews
    $80/ person

    Alpaca & Farm Animal Tour in West Linn

    Enjoy up-close time with alpacas, goats and other farm animals on a personalized guided tour.

    4.8 244 reviews

    In-Home Experiences

    Orcas Island Artisan Cookies & Delivery

    Enjoy a warm welcome to your vacation home with a delightful and delicious treat from an incredibly talented baker and cookie decorator right here on Orcas Island! Our Sweet Orcas Island Welcome Cookies package offers a beautiful assortment of 1 dozen buttery sugar cookies, each adorned with exquisite royal icing details.

    $90/ dozen
    Orcas Island Celebration Cake

    Orcas Island Celebration Cake

    Make birthdays extra special on Orcas Island with a freshly baked 8-inch, two-layer celebration cake delivered right to you.

    $85/ package

    Explore the Charms of Portland

    Portland is a vibrant city where cobblestone streets meet modern culinary delights and historic charm. Known for its picturesque waterfront, this coastal gem offers an array of activities that capture both the heart and imagination. Stroll through the Old Port district with its unique boutiques, art galleries, and bustling restaurants serving up fresh seafood straight from Casco Bay. The salty sea air mingles with aromas from artisan bakeries and coffee shops, inviting you to pause and savor each moment.

    The city's thriving arts scene makes it a cultural hotspot in New England. Visit the Portland Museum of Art or catch a live performance at one of many theaters scattered throughout downtown. For outdoor enthusiasts, nearby Peaks Island offers biking trails with stunning ocean views just a short ferry ride away. Whether you're kayaking along serene waters or exploring lush parks like Eastern Promenade, nature's beauty is always within reach.

    No visit to Portland would be complete without indulging in local flavors at one of its renowned breweries or farm-to-table eateries. Each season brings new experiences—from summer festivals celebrating maritime heritage to winter walks on snow-dusted paths by lighthouses standing sentinel against crashing waves—making every trip unforgettable no matter when you arrive.

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