Mindful Travel Experiences

Don’t just visit Oregon — let it move you and create memories that last a lifetime.

Ready for an adventure? Everyone discovers this beautiful state in their own way — we offer joinable and private experiences that match your interests. From stopping along the rugged coastline and walking through old-growth forests to exploring quaint towns, lively cities, and rolling vineyards, we take you beyond the ordinary and into the heart of Oregon. And for those craving balance and renewal, our mindful touches throughout each trip help you connect with the land and embrace your inner journey as well.

You have options! You can book a joinable tour from the choices below, explore our private trips tab, or let us help you plan a bespoke PNW-style celebration for your group. All experiences are offered year-round.

Greater Portland | Willamette Valley | Columbia River Gorge | Eugene | Oregon Coast | and everywhere in between.

Book A joinable Tour

White van parked on grass near trees, with colorful mountain and wave graphics, and the words 'Oregon' and 'Sip, Savor, Explore' on the side.

Our joinable tours are designed for visitors and locals alike to hop on board our fixed-price, set-date adventures.

We depart from the Portland metro area or Eugene, each tour includes convenient pick-up and a seamless half- or full-day journey with a knowledgeable local who knows the hidden gems, scenic stops, and cultural highlights that make Oregon unforgettable. Don’t see what you’re looking for? Reach out: 541.335.1846

What People Are Saying.

  • A smiling woman and man sitting outdoors at a table, with drinks in front of them, surrounded by colorful flowers and trees on a sunny day.

    Holly was such an amazing tour guide for our wine tastings! She planned everything and chose the perfect spots. It was so nice to get to chat with her on our travels and we feel like we made a new friend! As well. We could not recommend her any more and can assure anyone who chooses her company that you won’t regret it. You WILL refer your friends to her too. Guaranteed!

    — Jim B., Fort Worth, Texas

  • Group of eight people standing in a vineyard, holding wine glasses and smiling, with rolling hills and trees in the background on a beautiful day in Oregon.

    Sip, Savor, Explore Oregon was wonderful. Holly is very experienced and is a great guide. It was a great experience, and I will definitely recommend this to family and friends!

    Jesse C., Eugene, OR

  • A woman with glasses and a gray hat sitting outdoors, holding a glass of white wine with a scenic mountain landscape in the background.

    My husband and I had an amazing time on our tour. with a very personalized itinerary. Holly was super friendly and put together such a lovely day of wine tasting for us. It was our anniversary and the first place we went to greeted us with chocolates and a “Happy anniversary” sign. It was such a nice touch!

    The weather on the day of our tour was beautiful and Holly made sure we could visit a winery with a beautiful view rather than going to an indoor tasting room. All three places on the tour were different in terms of wines and vibes. Also, the snack box they packed for us was delicious! It was so great to be able to taste and relax and not worry about driving- it really helped us enjoy the day so much more.

    — Michal O., Portland, OR

  • A woman with dark hair and a patterned green dress holding a glass of rosé wine at an outdoor gathering with people, trees, and a building in the background on a sunny day.

    We had a great wining tasting day. Holly chose perfect wineries for us and helped us selecting the type of wines we would enjoy. She knows the winery staff well. She was a great hostess and we enjoyed our tour. Definitely a tour I would take again.

    — Karen O., Mexico City, Mexcio

PRIVATE TOURS

PRIVATE TOURS

want to Explore Private Tour Options?

Dreaming of a day designed just for you and your group? Whether it’s a wellness retreat, team-building escape, milestone celebration, or family adventure, we’ll craft a one-of-a-kind itinerary that brings your vision to life.

Call us directly at 541-335-1846 -or- email holly@sipsavorexploreoregon.com

Your private & customized Oregon travel experience starts here.

Group of diverse friends smiling, holding drinks at outdoor gathering during sunset.
Woman standing near a wooden wall, wearing a beige blouse with black trim and cream pants, with long brown hair and blue eyes.

Meet the Founder.

Oregon has been my outdoor playground since 2005 when I escaped LA for the Great PNW (best decision ever), and I still can’t get enough of all it has to offer. I love discovering boutique eateries and new wineries, enjoy scenic hikes, coastal surf breaks, hidden trails, and the conversations with fascinating people I meet along the way.

I’ve lived across the state: in the rural communities of the South Willamette Valley, five years in Bend, a return to Eugene’s first urban village, and now in Sellwood, just minutes from downtown Portland. Wherever I go, I dive into local art, food, music, and the stories of the business owners who shape each community.

After raising a blended family of three boys who have now flown the nest, I turned toward building the travel business of my dreams: crafting experiences that celebrate Oregon. With decades of exploring this region, I bring insider knowledge, strong regional relationships, and a knack for designing itineraries that feel both effortless and unforgettable.

At the core of my business is one mission: to enjoy life, and inspire others to do the same. Through Sip, Savor, Explore Oregon, that mission comes to life in the form of mindful, place-connected travel—experiences that help you discover the moments that move you. ~ Holly | Founder & Owner, Sip, Savor, Explore Oregon