Port Wine Tour with a Winemaker: From Cellars to Rooftops
Overview
Available languages
3 hours
Mobile ticket
Led by an experienced winemaker, embark on an unforgettable afternoon discovering premium styles of Port Wine, with the most beautiful views. Authentic and local stops off the tourist track creates a more intimate and memorable experience. (www.winecompass.pt)
• Three (3) premium port wine tastings (including rare white port, aged tawnies and late bottled vintages). Learn style differences & find your favorite!
• One (1) handcrafted Porto Tónico cocktail
• Access to a hidden rooftop bar with stunning views
• Intimate cellar tour at a family-owned winery (skip the large commercial tours)
• Expert led by an experienced winemaker & licensed guide
• The only place in the world to try this wine (not exported) and to visit an authentic port wine cave
• Discover stunning Miradouros (viewpoints) on a walk through hidden backstreets
• Learn the untold stories & secrets of port wine’s history no one else shares
• Small group
• Mix culture, history and leisure
RNAAT: 588/2025
Additional Info
Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Infants are required to sit on an adult’s lap
Not recommended for pregnant travelers
Suitable for all physical fitness levels
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What To Expect
THE SCENIC HISTORY WALK (45 Mins) We begin with a curated stroll through Gaia’s historic Port Wine District. This isn't just a walk; it’s a storytelling experience. We’ll stop at hidden Miradouros (scenic viewpoints) for postcard worthy views of the river & city, while I unearth 400 year old secrets of the English merchants and the Portuguese families who shaped the Douro Valley. THE INSIDER CELLAR EXPERIENCE Step inside a small, Portuguese family-owned lodge that most travelers walk right past. Here, the air is thick with the scent of aging oak. You’ll go behind the scenes for a cellar tour, followed by a professional tasting of diverse Port styles. Using my winemaking background, I’ll teach you how to "read" a wine, identify complex tasting notes, and, most importantly, help you discover your Port preference. THE GRAND FINALE: ROOFTOP & SIGNATURE COCKTAIL We conclude at an exclusive rooftop bar with the absolute best views in the city. You’ll be served Porto’s iconic "Porto Tónico", which is a refreshing, modern expression of Port. Here, you’re free to linger, soak up the atmosphere, and enjoy the city from above. www.winecompass.pt
What‘s Included
Discover hidden Miradouros (beautiful views) on a guided walk through cobbled backstreets
Port Wine Cellar Tour
3 Premium Port Wine Tastings and a Handcrafted Porto Tónico Cocktail
Low Alcohol Option: Port infused chocolates & mocktails (advise at booking)
Entrance to an exclusive rooftop bar with incredible views
Guided by a professional winemaker (not a general city guide)
Gratuities
Hotel Pick Up/Drop off
Food & Additional Drinks
Options
Port Wine Tour with a Professional Winemaker: Cellar & Rooftop
Reviews
14 reviews
Total reviews and rating from Viator & Tripadvisor
Engaging and authentic
Rui V,Feb 28, 2026
- Review from Tripadvisor
5.00Jennifer is not only deeply knowledgeable about wine but also truly at home in Portugal, offering an authentic and local perspective. As a professional winemaker, she combines expertise with a warm, engaging personality that makes the whole experience both educational and fun. Her tours offer a refreshing alternative to the typical tourist activities. Something genuinely unique and personal. You can book with confidence knowing you’re in for an experience you won’t forget.
One of my best walking tours
GrandTour08324143206,Nov 5, 2025
- Review from Tripadvisor
5.00Hands down one of the best walking tours I've been on! I feel super glad we chose Jennifer, who absolutely made our day. We were a large group for a combined bachelor + bachelorette party. She mapped out the perfect walking tour of Gaia followed by a cellar visit and a rooftop bar with stellar views. She presented the entire tour as one captivating storytelling session building on the suspense from the previous spot. During the planning phases she was prompt, responsive, and despite some last minute changes, made everything work smoothly. If you're looking for a Gaia wine tour, I highly recommend engaging her!! I'll definitely recommend her to my friends and will engage her in another tour the next time we're there. Thanks a TON for making our day that much more perfect, Jennifer!
Great Boutique port tour
David H,Nov 5, 2025
- Review from Tripadvisor
5.00Jennifer was a great host, she showed us some great views and provided so much information on the city and it's wine and port making history. The tour included a tour of a small family owned port wine cave cimplete with tasting which was very interesting and tasty. The tour ended in a lovely roof top bar sipping port tonic and enjoying the view. Highly recommended tour to while away a couple of hours.
Gaia - exploration with a personable and knowledgeable guide .. and fun added.
JKC55975,Oct 20, 2025
- Review from Tripadvisor
5.00We met Jennifer two days prior to her putting together a personal tour for my husband and me. She listened to what we wanted to see/do and added a few surprises based on what we provided. She nailed it all! We had a wonderful day and evening exploring some hidden treasures and tasting some amazing ports and wine. The lunch she planned was beyond expectations. When (not if) we return to Gaia we will be getting in touch to arrange another tour or two with Jennifer. She listened and was able to go beyond a traditional tour of the area. You can’t go wrong. Our tour was more than her ‘normal’ port history/tasting. She is branching out to provide more options and we were her first clients … and she delivered.
The perfect boutique tour
cherylkA1712QG,Oct 8, 2025
- Review from Tripadvisor
5.00What a beautiful way to spend a few hours. We ended up with a private tour (bonus). Jennifer was so friendly. She gave us the history of Gaia, which included wonderful views and lots of very interesting information. She curated the tour to include a cellar tour, wine tasting, and then we ended on a rooftop restaurant with a Porto Tonic ( so amazing). She truly is passionate about what she does. It was my husband, myself and our 27 year old son. Cannot say enough good things.
Best boutique port tour in Gaia
Marcel W,Oct 4, 2025
- Review from Tripadvisor
5.00Such a great experience in Gaia! Jennifer, our English-speaking guide, was knowledgeable, fun and passionate. She made us feel like friends, not tourists.The boutique vibe was exactly what we wanted: a small group, an amazing port tasting at a family-owned hidden cellar and local stories you won’t hear on big tours. The farewell on a small rooftop bar, drink in hand, overlooking the Douro and Porto, was the perfect ending!
Amazing expirience!
718nikola ,Oct 3, 2025
- Review from Tripadvisor
5.00We were on a short vacation in Porto and wanted to try the famous Port wine everyone talks about. By chance, we found a flyer for a wine tasting and signed up immediately. From the very beginning, our guide Jennifer was amazing – extremely friendly, professional, and very knowledgeable about wine. This experience was so much more than just a wine tour. After only a short time with her, it felt like we had known her forever. She walked us through the city and the wine cellars, shared the fascinating history of Port wine, and finally took us to a tasting at one of the cellars. To make it even more special, she ended the tour at a rooftop bar where she treated us to a cocktail made with Port wine. This tour, and Jennifer herself, are something we will never forget. We truly and wholeheartedly recommend her and this experience to anyone visiting Porto!
Great guide, highly recommend
robinpI9480DH,Sep 28, 2025
- Review from Tripadvisor
5.00Great tour with friendly and knowledgeable guide who is clearly passionate. Some fascinating insights that added lots of colour to the experience. Highly recommend.
Excellent custom tour of Porto, Gaia, and Douro Valley
KAF315,Sep 6, 2025
- Review from Tripadvisor
5.00Went on a specially planned multi-day tour with Jennifer through Gaia, Porto, and Douro Valley. Jennifer planned all parts selecting the best places for us to check out, including the best sightseeing, restaurants, and wineries. Knowing little about wine myself, Jennifer was excellent at recommending great wines I would like, which was spot on 100% of the time. The highlight of the trip was the day trip to Douro Valley. Jennifer arranged for a scenic train ride from Porto to Douro Valley, where we went to the most beautiful hillside vineyards with excellent wine and views.
Great port wine tour and views of Porto from the rooftop.
V7093MHbruces,Aug 25, 2025
- Review from Tripadvisor
5.00My wife and I took the port wine tour and we loved it! Jennifer was very friendly and knowledgeable and answered any questions we had. We especially loved the rooftop portion at the end of the tour. Porto and Gaia are so beautiful. We highly recommend taking this tour with Jennifer.
From €65.00
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Operated by The Wine Compass