Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    1. Local experiences
    2. /Things to do in Portland…
    3. /Nightlife
    4. /Bar and Pub Crawl
    5. /Portland Happy Hour Tasting Tour
    Why travelers choose Greetwell

    Curated by our team

    Every experience is hand selected and approved by Greetwell.

    Personal concierge

    Real humans available to help before, during, and after your booking.

    Intimate & authentic

    Including unique in-home experiences you won't find anywhere else.

    Easy booking & cancellation

    Reserve in minutes with free cancellation on most experiences.

    Greetwell

    Experiences that stay with you long after the trip

    Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

    About

    • Our Story
    • For Experience Providers
    • For Hospitality Partners
    • For Developers

    Resources

    • Travel Guides
    • Help Center
    [email protected]1-877-GREET-WELL

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Product image 1
    Product image 2
    Product image 3
    Product image 4
    Product image 5
    Product image 6
    Gallery image
    Gallery image 1
    Gallery image 2
    Gallery image 3
    Gallery image 5

    Portland Happy Hour Tasting Tour

    Sip Maine craft drinks while uncovering Portland’s Prohibition-era stories

    4.8 stars• 659 reviews

    Duration

    2 hrs

    Ideal For

    4 to 14 people

    Includes

    Food tastings, drinks, guide

    Highlights

    Explore Portland’s Old Port through its craft beverage scene and Prohibition-era history. Visit a rotating selection of restaurants and pubs for tastings and local stories.

    • Explore Old Port restaurants and pubs on a guided tasting walk
    • Hear tales from Portland’s Prohibition past
    • Sample Maine-brewed craft beer and creative cocktails
    • Taste light appetizers at each location
    • Expect tour stops and itineraries to vary

    What's Included

    • Guided Old Port tour
    • Food and beverage tastings

    Important details

    • Ages 21+ only
    • Bring a valid photo ID; photos of ID are not accepted
    • Complete the required waiver
    • Requires navigating cobblestones, stairs, narrow doorways, and uneven surfaces; stops are not wheelchair accessible
    • Vegetarian, seafood, and nut sensitivities may be accommodated
    • Pets are not allowed; trained service animals are welcome

    Cancellation Policy

    Tickets without tour insurance are non-refundable. Tours run rain, snow, or shine.

    Product ID: Z772N2

    FAQs

    The tour covers less than 1/2 mile on cobblestones and other uneven surfaces. Expect to be largely, if not entirely, outdoors through the fall.

    Wear comfortable, casual, weather-appropriate clothing and shoes.

    Ages 21+ only. Non-alcoholic alternatives are available, but the age requirement still applies.

    Meeting details

    Corner of Moulton and Wharf 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

    $104.94

    0

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

    • Free Cancellation Available

      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

    Nearby activities

    Portland Ghost Walking Tour
    Ghost and Haunted

    Portland Ghost Walking Tour

    Trace Portland’s haunted history by lantern light

    Trace Portland’s haunted history by lantern light
    $38/ person
    Private Ghost Walking Tour in Portland
    Ghost and Haunted

    Private Ghost Walking Tour in Portland

    Trace Portland's ghost stories and history on a private lantern-lit walk

    Trace Portland's ghost stories and history on a private lantern-lit walk
    $57/ person
    Portland Lighthouse Harbor Cruise
    Boat Tours

    Portland Lighthouse Harbor Cruise

    Cruise Casco Bay with waterfront narration and a local drink included

    Cruise Casco Bay with waterfront narration and a local drink included
    4.9 • 523 reviews
    $85/ person
    Portland Oyster & Prosecco Cruise
    Boat Tours

    Portland Oyster & Prosecco Cruise

    Pair fresh oysters and prosecco with Portland coastal views

    Pair fresh oysters and prosecco with Portland coastal views
    4.9 • 523 reviews
    $127/ person
    Portland Sunset Cruise on Casco Bay
    Boat Tours

    Portland Sunset Cruise on Casco Bay

    Sail into dusk with Casco Bay views, landmark narration, and a local drink

    Sail into dusk with Casco Bay views, landmark narration, and a local drink
    4.9 • 523 reviews
    $95/ person
    Portland 3-Hour Beer & History Walking Tour
    Brewery Tours

    Portland 3-Hour Beer & History Walking Tour

    Pair Portland history with local beer on a guided Old Port stroll

    Pair Portland history with local beer on a guided Old Port stroll
    4.9 • 523 reviews
    $106/ person