Whaleshead Beach

Willamette Valley is world-class wine country — but the best way to taste it is with someone who can tell you why it matters. On this private, fully customizable tour, your guide brings 10+ years of wine-industry experience, pairing standout Oregon Pinot with the stories of how wine has shaped Western culture. It's for people who love a great glass and a great story in equal measure. We keep it small and unhurried — no big buses, no rigid script. Just your group, a comfortable luxury vehicle, and a hand-picked route through the boutique, family-owned wineries at the heart of the valley: three at a relaxed pace, or four if you want to cover more ground. We'll even stop where the locals go for the kind of sandwich people plan road trips around. Round-trip pickup from your hotel or Airbnb is included. Lunch and winery tasting fees aren't, so you're free to choose what you eat and pour. Come tour the valley in style — relaxing, delicious, and quietly fascinating.

Traveling by electric bike is an incredibly fun and safe way to cover a lot of ground and take in some stunning views at the same time. While we do ask our guests to pedal a bit, it is the electric bike that does most all of the work. This allows us to soak up the beautiful scenery around us. We will also be visiting some areas that most tourist are not familiar with. And of course, we will learn a bit about Bend and the Deschutes River along the way!

Do you want to taste the best wines in Willamette Valley? Our custom private tours are designed to take couples and groups of friends deep into the heart of Willamette Valley to explore the cult wines, highest-rated wines, and legendary vineyards of Willamette Valley! We love building unique tours according to your preferences and ensuring you leave Oregon wine country with lasting memories. Our tours will take you to 3 or 4 wineries (depending on your desire for a slower pace or more experiences) and will include elevated tours if you choose. Our wine tour company, Wine History Tours, is centered in the heart of the valley, and our primary drivers are all industry insiders with years of experience and connections. This private tour isn't simply about providing a driver, but ushering you into the best experience of Willamette Valley wines and wineries possible. McMinnville, Salem, Newberg, Dundee, and other pickup locations are all serviceable.

Private custom horse riding experience creates the perfect day for you. Small private groups 2 maximum guests over the age of 16 years must have one person over 18 years old. Weight limit 220 pounds. We will ride with one person so come alone or bring your friend.

Willamette Valley is world-class wine country — but the best way to taste it is with someone who can tell you why it matters. On this private, fully customizable tour, your guide brings 10+ years of wine-industry experience, pairing standout Oregon Pinot with the stories of how wine has shaped Western culture. It's for people who love a great glass and a great story in equal measure. We keep it small and unhurried — no big buses, no rigid script. Just your group, a comfortable luxury vehicle, and a hand-picked route through the boutique, family-owned wineries at the heart of the valley: three at a relaxed pace, or four if you want to cover more ground. We'll even stop where the locals go for the kind of sandwich people plan road trips around. Round-trip pickup from your hotel or Airbnb is included. Lunch and winery tasting fees aren't, so you're free to choose what you eat and pour. Come tour the valley in style — relaxing, delicious, and quietly fascinating.

Traveling by electric bike is an incredibly fun and safe way to cover a lot of ground and take in some stunning views at the same time. While we do ask our guests to pedal a bit, it is the electric bike that does most all of the work. This allows us to soak up the beautiful scenery around us. We will also be visiting some areas that most tourist are not familiar with. And of course, we will learn a bit about Bend and the Deschutes River along the way!

Private custom horse riding experience creates the perfect day for you. Small private groups 2 maximum guests over the age of 16 years must have one person over 18 years old. Weight limit 220 pounds. We will ride with one person so come alone or bring your friend.

Do you want to taste the best wines in Willamette Valley? Our custom private tours are designed to take couples and groups of friends deep into the heart of Willamette Valley to explore the cult wines, highest-rated wines, and legendary vineyards of Willamette Valley! We love building unique tours according to your preferences and ensuring you leave Oregon wine country with lasting memories. Our tours will take you to 3 or 4 wineries (depending on your desire for a slower pace or more experiences) and will include elevated tours if you choose. Our wine tour company, Wine History Tours, is centered in the heart of the valley, and our primary drivers are all industry insiders with years of experience and connections. This private tour isn't simply about providing a driver, but ushering you into the best experience of Willamette Valley wines and wineries possible. McMinnville, Salem, Newberg, Dundee, and other pickup locations are all serviceable.