Discovering Portland’s wine scene without the fuss of a car or a rigid schedule sounds ideal, doesn’t it? The Portland Old Port Wine Tasting Walking Tour offers just that—an intimate, relaxed journey through some of the city’s most notable wine spots. While it’s a short tour, it packs a punch with expertly curated tastings, friendly guides, and a chance to soak in Portlands charming streets.
What we really appreciate about this experience is its balance of casual exploration and knowledgeable insight. You’ll love the chance to sample Maine wines alongside international options, all while walking through the historic Old Port district. The small group size ensures personalized attention, and the focus on authentic, local venues keeps things lively and genuine.
One potential consideration is the limited duration—at just two and a half hours, it’s more of a tasting experience than a deep dive into wine education. But for those with limited time or looking for a fun, low-key afternoon, this tour hits the sweet spot.
Ideal for wine enthusiasts, curious travelers, and anyone looking to enjoy Portland’s vibrant culture in a relaxed setting, this tour promises a memorable introduction to the city’s wine offerings.
Good To Know

- Short but sweet: 2.5 hours of guided wine tasting with three curated stops.
- Expert guides: Knowledgeable and friendly, enhancing your tasting experience.
- Variety of venues: From local Maine wines to internationally acclaimed selections.
- Walking tour: Easy-paced stroll through downtown Portland’s historic streets.
- Small group setting: Max 15 travelers for a personalized experience.
- Affordable price: At $99, it offers good value for a curated tasting experience.
An In-Depth Look at the Portland Old Port Wine Tasting Walking Tour

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Starting Point and Overall Experience
The tour kicks off at 320 Fore Street in Portland, ME, at 3:00 pm. The meeting point is easily accessible, and the fact that it’s a mobile ticket makes check-in smooth, especially if you’re arriving in the area for the first time. With a maximum of 15 travelers, the experience remains intimate, allowing for plenty of interaction with guides and fellow wine lovers.
The duration of approximately 2 hours and 30 minutes makes it a perfect afternoon or early evening activity—long enough to savor a good number of tastings without feeling rushed. The tour concludes back at the starting point, making logistics straightforward for those planning dinner afterward or heading elsewhere.
Stop 1: Portland Beer Hub
The journey begins at Portland Beer Hub, where you’re welcomed with a glass of draft Prosecco—a crisp, bubbly start that sets a relaxed tone. The venue’s casual vibe makes it easy to settle in, and the curated tastings here introduce you to some local and international wines. One reviewer mentioned, “The host was so friendly and knowledgeable, making the first stop a real highlight.”
This initial tasting isn’t just about the wine, but also about easing into the experience and meeting others. The walk through downtown Portland that follows provides a glimpse into the city’s lively streets, architecture, and local flavor.
Stop 2: Cellardoor Winery Portland
Next, you’ll visit Cellardoor Winery, a standout for lovers of Maine-made wines. Their sleek tasting room embodies modern elegance, and the small-batch craftsmanship shines through in their expressive wines. During the guided flight, you might sample a variety of styles, from crisp whites to more complex reds—made with care and precision.
The guided tasting here is particularly useful for understanding Maine’s emerging wine industry. One review highlighted, “The wines made at Cellardoor are small-batch and expressive—perfect for anyone interested in regional winemaking.” The knowledgeable staff also shares insights into the winemaking process, adding depth to your tasting.
Stop 3: Angoor Wine Bar
The final stop is Angoor Wine Bar in the East End, offering a self-pour setup with over 50 wines on tap. This venue is described as relaxed and inviting—a perfect spot to unwind after a guided experience. Guests explore at their own pace, sampling from a rotating selection, from crisp whites to bold reds.
One reviewer noted, “I loved the freedom to try different wines at my pace, and the selection was impressive.” The self-serve aspect means you can focus on what you like and discuss options with the staff if needed.
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What’s Included and What’s Not
The tour includes visits to three wine-centric shops, insights from guides, water, and tastings at each venue. The $99 price offers good value considering the curated tastings and guided insights. However, any additional wine or bottles purchased are not included, so plan accordingly if you’re tempted to take some home.
The Guides and Their Impact
While the tour data doesn’t specify guide names, the reviews hint at highly knowledgeable guides who enhance the experience. Guests appreciate guides who share captivating stories about each wine’s origin and winemaking process, making the tastings more meaningful. This personalized storytelling adds richness that standalone tastings often lack.
Practical Considerations
The tour is near public transportation, making it accessible for visitors staying in or near downtown Portland. Service animals are allowed, and the group size keeps things intimate. Weather can influence the experience, so a clear, dry day enhances your enjoyment—if the weather is poor, a full refund or reschedule is offered.
Who Will Love This Tour?
This experience is perfect for wine lovers who enjoy casual, social outings. It’s also suited for travelers seeking an authentic taste of Portland’s local scene without committing to a full day or a large group. If you’re interested in Maine wines or want a taste of international selections in a relaxed setting, this tour is a good fit.
For those with limited time or looking for a laid-back exploration through the Old Port district, this walking tour offers a lovely balance of education, sampling, and strolling. It’s also a great option for couples, small groups, or anyone wanting to combine sightseeing with a refined tasting experience.
The Sum Up

The Portland Old Port Wine Tasting Walking Tour combines a manageable duration with a carefully curated selection of venues, making it an appealing choice for those wanting a taste of Portland’s wine culture. The guided element ensures you learn about each wine’s story, while the small-group format keeps things personal and friendly.
The mix of local Maine wines and international selections offers a balanced experience that highlights regional craftsmanship while satisfying more familiar palates. The walk through downtown adds a scenic, relaxed backdrop to the tasting, making it a well-rounded activity.
If you’re after a fun, authentic, and educational wine experience in Portland, this tour delivers a lot for its modest price. It’s particularly suited for curious explorers, casual wine enthusiasts, and those who appreciate intimate, guided experiences.
FAQ

What is the starting point of the tour?
The tour begins at 320 Fore Street in Portland, ME, at 3:00 pm, a central location easily accessible via public transport.
How long does the tour last?
The experience takes approximately 2 hours and 30 minutes, including visits to three venues and walking between stops.
What does the tour include?
It includes visits to three wine-focused shops, guided insights from knowledgeable guides, water, and tastings at each location.
Are additional wine purchases included?
No, any bottles or wines bought beyond the tastings are not included in the tour price.
Is the tour suitable for all travelers?
Most travelers can participate, including those with service animals. The group size is limited to 15 for a more personalized experience.
What’s the dress code?
Casual attire is fine—comfort is key since you’ll be walking around downtown Portland.
How accessible is the tour?
It’s near public transportation, making it easy to reach, and the venues are accessible for most guests.
Can I cancel if my plans change?
Yes, cancellations are free if made at least 24 hours in advance. Last-minute changes are not refundable.
Is there a guide’s name or specific expertise mentioned?
While specific names aren’t provided, reviews emphasize guides’ knowledge and engaging storytelling, enriching the tasting experience.
Overall, the Portland Old Port Wine Tasting Walking Tour offers a delightful way to enjoy Portland’s vibrant wine scene in a relaxed, friendly setting. Whether you’re a local seeking new flavors or a visitor wanting a taste of the city’s culture, this tour provides a memorable, taste-focused outing.
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