Leavenworth Sip & Stroll A Historical Wine Tour - Who Should Consider This Tour?

Discover 14 Great Tours In Leavenworth

Leavenworth is a town that seems to exist for exploring—whether it’s pedaling along mountain trails, learning about its Bavarian roots, or sipping local wines. Its compact size and scenic surroundings make it ideal for a variety of tours that highlight its natural beauty, history, and culture. We especially love the Mountain View E-Bike Experience for its easy way to cover 16 miles of rugged trails without breaking a sweat. The e-bike allows you to enjoy breathtaking views of Icicle Ridge and Enchantment Lakes, making it perfect for outdoor lovers of all ages and skill levels.

From strolling through the historic streets on a Leavenworth Christmastown Tour to sampling local wines or even snowshoeing in winter, there’s no shortage of ways to discover this charming town. Below, we’ll walk through the top 14 tours, highlighting what makes each one special and helping you decide which experience suits your interests and travel style best.

1. Mountain View E-Bike Experience

Mountain View E-Bike Experience

At number 1, the Mountain View E-Bike Experience offers an accessible way to see 16 miles of mountain trails without exhausting your legs. This tour uses electric bikes to make the ride easier, so you can focus on the spectacular scenery. Riders pass by Icicle Ridge Trail and learn about Leavenworth’s natural features, including local rivers and mountain peaks, from a knowledgeable guide. The stop at Enchantment Lakes provides a great photo opportunity and a chance to hear stories about the area’s hiking allure.

What makes this tour stand out is its balance of adventure and relaxation—riders can rest and enjoy the views without pedaling the entire way. With stellar reviews praising the guide’s friendliness and the bikes’ quality, this experience is perfect for those who want a scenic, laid-back exploration of the Cascades. It’s also a good choice if you’re new to mountain biking but still want a good workout.

Bottom line: If you want to cover a lot of ground comfortably and learn about Leavenworth’s mountain scenery, this e-bike tour is a smart pick.

2. Leavenworth Sip & Stroll A Historical Wine Tour

Leavenworth Sip & Stroll A Historical Wine Tour

For those who love history and wine, the Leavenworth Sip & Stroll is a delightful way to spend a couple of hours. This walk combines storytelling about the town’s past with tastings at three of Leavenworth’s best wineries. You’ll visit Water From Wine, a nonprofit winery that donates all proceeds to clean water projects, and enjoy tastings at Ryan Patrick and Obelisco Estate.

The guide’s engaging approach makes it feel like exploring with an old friend. Reviewers mention how much they learned about Leavenworth’s history and viticulture, along with the friendliness of the hosts. It’s an ideal choice for wine lovers or anyone interested in understanding how this Bavarian town developed its unique culture.

Bottom line: A well-balanced tour for those who want to combine history, local wine, and a relaxed walk through town.

3. Leavenworth Christmastown Tour

Leavenworth Christmastown Tour

If you’re visiting during the holiday season, don’t miss the Leavenworth Christmastown Tour. This 90-minute walk takes you through the town’s festive decorations, historic sites, and holiday traditions. Highlights include a visit to Schocolat for handmade chocolates and Kris Kringl, where everyone receives a Christmas ornament as a gift.

Coco, the tour guide, is praised for her lively personality and storytelling skills. Reviewers love the combination of fun facts, sweet treats, and the chance to experience Leavenworth’s holiday atmosphere firsthand. This tour is especially suited for families or anyone wanting a cozy, joyful experience in winter.

Bottom line: Perfect for holiday visitors looking to combine history, sweets, and holiday cheer.

4. Historical Walking Tour in Leavenworth

Historical Walking Tour in Leavenworth

At number 4, the Historical Walking Tour provides a concise but rich overview of Leavenworth’s past. In about an hour, you’ll learn about the first inhabitants, the Great Northern Railroad, and how logging helped shape the town’s identity. Coco, the guide, makes history engaging and personal, with fun anecdotes and local insights.

Reviewers appreciate how this tour offers a quick but meaningful introduction, including a visit to the local history museum. It’s ideal for first-time visitors who want a solid grounding before exploring on their own. The tour’s affordability and depth make it a very good value.

Bottom line: An excellent starting point for understanding Leavenworth’s origins, especially if you’re short on time.

5. 15 Mile Adventure Boat Ride

For a relaxing aquatic adventure, the 15 Mile Adventure Boat Ride offers a 45-minute trip along the Columbia and Wenatchee Rivers. You’ll enjoy unique views of the Rocky Reach Dam and the river confluence, with plenty of opportunities for photos. Highlights include the “Hamilton Spin,” a wild water turn that’s fun for kids and adults alike.

Wiley, the captain, is known for his friendly banter and his knowledge of the area’s natural features and history. Reviews rave about the fun, personal atmosphere, and the chance to learn about local salmon migration routes. It’s a good option for families or anyone who wants a scenic, active break from land-based sightseeing.

Bottom line: A quick, engaging water tour that combines scenery, history, and fun.

6. Brewery Walking Tour in Leavenworth

Brewery Walking Tour in Leavenworth

Beer lovers will find their happy place with the Brewery Walking Tour. Spanning about two and a half hours, this tour hits three breweries: Icicle Brewery, Blewett Brewery, and Doghaus Brewery. You’ll sample flights of local beers while learning about Leavenworth’s brewing traditions, including the story of a 5-generation hop-growing family and the smallest bar in Washington State.

Coco’s lively narration makes the history of each brewery memorable. Reviewers note the friendly atmosphere, interesting stories, and quality beers. It’s a good match for beer enthusiasts ready to taste and learn about local brewing culture.

Bottom line: A laid-back, fun way to sample Leavenworth’s craft beer scene while soaking up its history.

7. Wine Tasting Experience at Silvara Cellars

Wine Tasting Experience at Silvara Cellars Leavenworth

For wine connoisseurs, the Silvara Cellars Tasting offers an intimate, educational experience. Guided by a seasoned host, you’ll taste local wines paired with cheeses, all set against the stunning backdrop of the Cascades. The host shares insights into Washington wines and explains the pairing process, creating an engaging and flavorful afternoon.

Nielsen, the guide, is praised for making the experience both fun and informative. Reviewers love the natural setting and the opportunity to connect with other wine lovers. It’s suited for those wanting a sophisticated taste of the region’s best wines.

Bottom line: An educational and delicious outing for wine enthusiasts seeking a relaxed, in-depth tasting.

8. Leavenworth Snowshoe Tour

If winter is your season, the Leavenworth Snowshoe Tour offers a scenic trek along the Wenatchee River. Over 1.5 hours, you’ll learn about Leavenworth’s winter landscape, with stops for photos and a warming cup of hot cider or German Spiced Wine. The guides share fun facts about the town and its snowy environment.

T-Pot, the guide, is known for his enthusiasm and storytelling skills. Reviewers highlight how the tour is perfect for families and winter enthusiasts alike. No prior snowshoeing experience is necessary, making it accessible to all.

Bottom line: A fun, family-friendly winter activity that combines nature, history, and comfort.

9. Private Wine Tasting in the American Alps

Private Wine Tasting in the American Alps

Looking for a more exclusive experience? The Private Wine Tasting in the American Alps is a personalized outing for up to four people. You’ll get a dedicated host and a reserved table to explore award-winning wines, learning about each one’s history and production. The intimate setting makes it perfect for couples or small groups.

Reviews praise the host’s expertise and passion, making the experience both educational and fun. It’s best suited for visitors seeking a relaxed, private setting to enjoy top-tier wines.

Bottom line: An ideal choice for wine lovers wanting a tailored, upscale tasting.

$135.00 per group (up to 4)

10. Lively Leavenworth WA Scavenger Hunt

Lively Leavenworth WA Scavenger Hunt

For a more interactive experience, try the Lively Leavenworth WA Scavenger Hunt. This innovative tour uses a live remote host who guides you via your phone, turning sightseeing into a fun detective-style challenge. It lasts about two hours and includes creative tasks and trivia centered around Leavenworth’s streets, buildings, and landmarks.

Reviewers mention the fun and engaging nature, though the ratings are mixed. It’s especially good for families or groups who want a more active, game-like experience. It requires a smartphone and enthusiasm for a hands-on adventure.

Bottom line: A playful, interactive way to explore the town’s sights and secrets.

11. Beaches, Bites and Bavaria in Leavenworth: A Self-Guided Audio Tour

Beaches, Bites and Bavaria in Leavenworth: A Self-Guided Audio Tour

If you prefer exploring at your own pace, the Self-Guided Audio Tour is perfect. Download it and walk through the town, learning about key landmarks, including the München Haus and the Nutcracker Museum, with GPS-triggered commentary. It’s an affordable way to see highlights without a scheduled tour.

Reviewers appreciate the flexibility and informative content, which makes this ideal for independent travelers or small groups. It’s best if you enjoy using your phone as a guide and want to avoid crowds.

Bottom line: A budget-friendly, flexible way to learn about Leavenworth’s culture and sights on your own schedule.

12. 6 Hours Guided Leavenworth Wine Tour

6 Hours Guided Leavenworth Wine Tour

For serious wine lovers, the 6-Hour Guided Wine Tour offers a comprehensive experience. Over half a day, you’ll visit three wineries—Goose Ridge, Silvara Cellars, and Chateau Faire Le Pont—learning about grape varieties, terroir, and production methods from expert guides. It combines private tastings with scenic views.

While reviews are currently unavailable, the detailed itinerary suggests a premium experience. It’s suited for those wanting an in-depth, leisurely exploration of the region’s wine scene, with plenty of time for tasting and conversation.

Bottom line: The best choice for wine aficionados wanting a full, immersive day.

$100.00 per person

13. Wenatchee River Institute: A Self-Guided Tour with the Artists

Wenatchee River Institute: A Self-Guided Tour with the Artists

Art lovers should check out the Wenatchee River Institute Tour. This affordable, self-guided experience lets you explore art installations inspired by the landscape, with audio commentary from the artists themselves. It takes about 45 minutes to an hour and offers a peaceful, contemplative activity.

The tour is perfect for those interested in local art, nature, and thinking at a relaxed pace. Reviewers highlight the inspiring environment and accessible format.

Bottom line: A unique artistic experience suited for quiet moments and creative minds.

14. Year-Round Private Columbia River Boat Cruise in Wenatchee

Year-Round Private Columbia River Boat Cruise in Wenatchee, WA

Finally, the Private Columbia River Boat Cruise offers a personalized way to see the river’s natural beauty. In about two hours, a captain will navigate you past Rocky Reach Dam and the confluence of the Wenatchee and Columbia Rivers. It’s a serene, intimate experience with plenty of opportunities for photos and relaxing conversation.

Reviewers enjoy the relaxed pace and beautiful views, with an educational edge about the river’s environmental significance. This tour is best for small groups seeking a quiet, scenic escape.

Bottom line: A peaceful, custom river cruise for those valuing exclusivity and natural beauty.

$120.00 per person

How to Choose the Right Tour in Leavenworth

When selecting a tour, consider your interests, budget, and available time. For outdoor lovers who want a relaxed adventure, the Mountain View E-Bike or Snowshoe Tour are excellent choices. If history and culture call to you, the Historical Walking Tour or Christmastown Tour deliver in-depth stories and holiday fun.

Wineries and wine lovers will appreciate the Silvara Cellars or 6-Hour Guided Tour, especially if you want a leisurely, educational experience. Budget travelers might opt for the self-guided Audio Tour, while those seeking privacy will enjoy the Private Wine Tasting.

Booking early is recommended during peak seasons—especially around holidays or summer weekends—to ensure you get your preferred time and experience.

Leavenworth offers everything from scenic outdoor adventures to cultural explorations and relaxing wine tastings. Whether you’re after a quick history walk, a thrilling boat ride, or a cozy winter snowshoe, you’ll find a tour that suits your style. We encourage you to pick your favorite and book early—these experiences are popular, and availability can be limited, especially during prime seasons. Happy exploring!