
Leavenworth Sip & Stroll A Historical Wine Tour
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September 2026
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Adults
Age 13 and over
Children
Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
4.9/5
Based on 48 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Leavenworth Sip & Stroll A Historical Wine Tour worth booking?
Leavenworth Sip & Stroll A Historical Wine Tour is a 2-hour experience in Leavenworth, United States, from $70 per person. It scores 78 out of 100 on the Outty Ranking, which we label “Strongly Recommended”, based on a 4.9/5 rating across 48 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 78 / 100
- Rating
- 4.9/5 (48)
- Duration
- 2 hours
- From
- $70 per person
As we stroll through the streets of our charming town, we will take you back in time to discover the rich history that has shaped Leavenworth’s identity today. Along the way, you will also have the opportunity to stop at
What you get
About this experience
As we stroll through the streets of our charming town, we will take you back in time to discover the rich history that has shaped Leavenworth’s identity today. Along the way, you will also have the opportunity to stop at three of our finest wineries, where you can savor some of the local wines and learn about our region’s viticulture. This historical walking tour of Leavenworth with stops at our favorite wineries is a wonderful way to experience the town’s rich history and unique culture while also enjoying some of the region’s most delicious wines. So grab a comfortable pair of walking shoes and join us for a journey back in time!
What's included
Included
- Access to the Greater Leavenworth Museum for 7 days!
- Endless local recommendations and fun ideas of other things to do in town.
- An exciting overview of the history of Leavenworth, WA
- Alcoholic beverages
Not included
- Gratuities
What you'll see and do
Leavenworth
We will introduce you to the thrilling history of the town of Leavenworth, WA.
45 minutes here
At our first stop, we will enjoy a wine tasting at Water From Wine, a non-profit winery that donates all proceeds to providing clean water to those in need.
30 minutes here · Admission included
Ryan Patrick Wine Tasting Room
At our second stop, our guests will enjoy a delicious wine tasting at Ryan Patrick.
30 minutes here · Admission included
Obelisco Estate
We will stop here for a delicious wine tasting and learn about the history of the Obelisco Winery.
15 minutes here · Admission included
Where it starts and ends
Meeting point
Leavenworth
We will meet you in the lobby of the Bavarian Lodge hotel. As you enter the lobby, you will see the Woodsman Pub on your left. Your guide will meet you in front of the pub entrance. If you arrive early, make yourself comfortable in the lobby until your guide arrives.
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
We will meet you in the lobby of the Bavarian Lodge hotel. As you enter the lobby, you will see the Woodsman Pub on your left. Your guide will meet you in front of the pub entrance. If you arrive early, make yourself comfortable in the lobby until your guide arrives.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Fri, Sat
- Group size
- Up to 12 travelers per booking
- Operated by
- Bavarian Walking Tours
Know before you go
- Wheelchair accessible
- Service animals allowed
- Public transportation options are available nearby
- Transportation options are wheelchair accessible
- All areas and surfaces are wheelchair accessible
- Suitable for all physical fitness levels
Photos






What travelers are saying
Outty’s summary of the themes that recur across 48 traveler reviews. Written by us, not quoted from reviewers.
Knowledge and storytelling
8 mentionsReviewers describe the commentary as informative rather than scripted.
The guide
7 mentionsTravelers single out the guide as the reason the experience works.
Food and drink
4 mentionsThe tastings and food stops are a highlight for most reviewers.
Traveler reviews
48 verified traveler reviews for Leavenworth Sip & Stroll A Historical Wine Tour. Ratings and reviews provided by Viator and Tripadvisor.
Experience Leavenworth
We had great time our leader T Pot was very knowledgeable and we enjoyed his commentary. Tour was just long enough and we learned a lot. Thank youe
Response from the operator: Thank you so much for taking the time to leave a review. It was a pleasure to have you along on a tour!
via Tripadvisor
Wine and walk
Such an amazing place and I loved that Coco had so much history to share. Best tour guide I’ve ever had!
Response from the operator: We're so glad you enjoyed your time with us. We love introducing our guests to the rich history of Leavenworth. Thank you so much for your review!
via Tripadvisor
Loved every minute!
Packed full of fun and history. Everyone we met was very welcoming and gave great information. Out tour guide was amazing with a great personality and easy to connect with. We couldn't have asked for a better person!
Response from the operator: Thank you so much for taking the time to live a review! We're glad you had as much fun as we did.
via Tripadvisor
So fun!
Fabulous, educational and fun experience! Would definitely recommend!
Response from the operator: Lisa, Thank you so much for joining us! We're so happy to hear you had a wonderful time.
via Tripadvisor
The tour guide was great,...
The tour guide was great, Tom but I feel like this is overpriced for what it is. Leavenworth is really small so, it is short and there is not much that is learned. The wine tasting can be done your own and pay less. This is a town that taking an official tour of just doesn’t make a lot of sense.
Response from the operator: Debbie, I am sorry to hear that you didn't feel as though you learned anything during your Sip and Stroll Tour in Leavenworth! Especially after you and your husband enjoyed a private tour where I (Tom) explained in detail over 200 years of Leavenworth history and the Viticulture of Washington. Also, just to be clear for future travelers, we have very generous partnerships with our wine tasting rooms and it is actually LESS expensive to do our tour than it is to visit three wine tasting rooms on your own. I hope you did enjoy all of the local recommendations that I provided and the wine that you purchased at the wineries we visited (at a tour discount.)
via Viator
Good to know
- Duration
- 2 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Fri, Sat
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 17
- Verdict
- Strongly Recommended
Why this scores 78
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Leavenworth Sip & Stroll A Historical Wine Tour: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Leavenworth.
How much does Leavenworth Sip & Stroll A Historical Wine Tour cost?
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Prices start at $70 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Leavenworth usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Leavenworth Sip & Stroll A Historical Wine Tour take?
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Plan for about 2 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Leavenworth is not rushed.
Is Leavenworth Sip & Stroll A Historical Wine Tour worth it?
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It holds an Outty Ranking of 78 out of 100, which we label "Strongly Recommended". That score blends traveler sentiment (4.9/5 across 48 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Leavenworth, and how flexible the cancellation terms are.
Can I cancel or reschedule Leavenworth Sip & Stroll A Historical Wine Tour?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Leavenworth Sip & Stroll A Historical Wine Tour suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 2-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Leavenworth Sip & Stroll A Historical Wine Tour?
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Around 17 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Leavenworth can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Leavenworth and add a light layer if any part of the 2-hour experience runs outdoors or after sunset.
Where does Leavenworth Sip & Stroll A Historical Wine Tour start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Leavenworth within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Leavenworth?
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Leavenworth, WA packs its best experiences into walkable neighborhoods, local food, and day trips nearby. Outty ranks every bookable tour and activity in Leavenworth by rating quality, review depth, booking demand and value, so you can see the standouts before you book. On Outty we rank every Leavenworth experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Leavenworth Christmastown Tour, Mountain View E-Bike Experience, Historical Walking Tour in Leavenworth. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Leavenworth?
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Spring and fall bring the best weather and lighter crowds in Leavenworth, while summer has the widest choice of tours and evening activities. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Leavenworth?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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