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    5. /Portland Happy Hour Trolley Tour
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    Portland Happy Hour Trolley Tour

    Sip local flavors and uncover Portland stories aboard a guided trolley

    4.8 stars• 659 reviews

    Includes

    Tastings, snacks, chocolate truffle

    Highlights

    Ride through Portland’s craft beverage scene with guided stories, waterfront views, and stops at local favorites. Pair the city’s prohibition-era past with an after-hours tasting experience.

    • Discover prohibition-era stories as you travel by trolley
    • Explore local beverage destinations including Shipyard Brewing Company, Apres, and Batson River Brewing
    • Take in waterfront scenery through the trolley’s open windows
    • Expect stops and menu offerings to change based on availability or private events

    What's Included

    • Guided trolley transportation
    • Curated tastings
    • Shareable snack boards and bar bites
    • Dark & Stormy chocolate truffle

    Important details

    • Arrive 30 minutes before departure
    • Ages 21+ only
    • Bring a state-issued photo ID for age verification before boarding
    • Tours run rain or shine
    • Do not bring glass containers, coolers, or outside food and beverages
    • Trolleys are heated but do not have air conditioning

    Cancellation Policy

    All sales are final. This tour may be cancelled if the minimum number of passengers is not met.

    Product ID: 9EQF7F

    FAQs

    Customer parking is not available at Portland Discovery. Allow extra time for downtown parking; nearby public options include Ocean Gateway Lot, Angelo’s Acre Lot, and Simba Parking Lot, a 7- to 20-minute walk from the ticket booth.

    The trolleys are heated and can stay warm, but they do not have air conditioning. Open windows provide a breeze while the trolley is moving.

    Meeting details

    Portland Discovery, 170 Commercial Street, Portland

    Experience provided by Maine Foodie Tours

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text 1-877-GREET-WELL

    Report an issue

    Person | I'm 21+ | Local Libations

    $126.14

    0

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      No booking or service fees, ever

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      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    4.8
    Excellent
    659 reviews•Google Maps
    585
    27
    11
    7
    11

    The guides here really make or break the experience, and fortunately most travelers rave about their personalities and expertise. Tyler brings Portland's history to life on walking tours, while AJ wins people over with her humor and local recommendations. Ray and Timothy both get praise for their knowledge and storytelling abilities, though opinions vary on pacing. The oyster and bubbles boat tour sounds particularly special, with a master shucker guiding you through Portland's oyster scene. Tours cover both Portland and Bar Harbor locations, with options ranging from history walks to culinary experiences. Food portions generally satisfy guests, with most leaving pleasantly full from stops featuring lobster rolls, chowder, and other Maine staples. A few travelers felt the tours spent too much time on guide monologues rather than diving into building histories or meeting restaurant owners. The occasional complaint surfaces about pacing or wanting more variety in stops. Overall though, visitors appreciate getting a solid introduction to Portland's food scene and Old Port area, especially from guides who clearly love their city and know where locals actually eat.

    What people are saying

    Review 1 of 5
    5/5

    Pete was a great guide. Very knowlegeable and the food was fantastic.

    Photo of Madison Miller

    Madison Miller

    August 30, 2026

    Review 1 of 1
    5/5

    Pete was a great guide. Very knowlegeable and the food was fantastic.

    Photo of Madison Miller

    Madison Miller

    August 30, 2026

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