Travel Experiences in oregon

We’LL Take YOU TO Sip, Savor, Explore Oregon

Choose from JOINABLE or PRIVATE Oregon Coast day trips, Willamette Valley Wine Tours, or Curated Celebrations that capture the true spirit of the region.

DON'T JUST VISIT OREGON, EXPERIENCE IT.

Discover Oregon, Near and Far. Whether you’re visiting from afar, a local looking for a fresh perspective, or a traveler exploring the Pacific Northwest, our Oregon tours are crafted to fit your style. From the rolling vineyards of the Willamette Valley and farm-to-table flavors, to coastal escapes, forested trails, and lively towns, we take you beyond the ordinary. Our personalized experiences connect you to the heart of Oregon — its people, its landscapes, and its stories.

— Travel Oregon like a local
— Every stop tells a story
— Adventure is better when it’s well-crafted

Greater Portland Area | WILLAMETTE VALLEY | Columbia RIVER Gorge | Eugene | OREGON COAST

Book a joinable tour from our options below!

(NOTE: Private Tour dates are available outside of our fixed joinable tour dates - Contact Us)

Our joinable tours are designed for couples, friends, and families — visitors and locals alike can hop on board our fixed-price, set-date adventures.

Departing from the Portland metro area, Salem, or Eugene, each tour includes convenient pick-up for a seamless half- or full-day journey. You’ll discover the best of Oregon wine country, the Oregon Coast, and the Pacific Northwest with a knowledgeable local who knows the hidden gems, scenic stops, and cultural highlights that make this state unforgettable.

SAMPLE ITINERARIES:

Oregon Coast Explorer — Scenic coastal drive with stops at lookouts, a lighthouse, toes in the sand, and a local seafood spot before heading back.

Willamette Valley Wine Tour — Start in Portland, Salem or Eugene to enjoy three locations for wine tastings, charcuterie snacks, and vineyard views.

Curated Celebration Day — Custom-designed for birthdays, anniversaries, or reunions with a mix of food, drinks, and scenic settings.

What People Are Saying.

  • 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

  • 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

  • My husband and I had an amazing time on our tour. While we booked a group tour, we ended up being the only people who booked that day so we ended up with a very personalized itinerary. Holly and Richard were 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 pivoted so we could go to a third 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

  • 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.

Meet the Founder.

Oregon has been my outdoor playground for more than 20 years, and I still can’t get enough of all it has to offer. From boutique wineries and scenic hikes to coastal surf spots, hidden trails, and conversations with fascinating people along the way; these passions are at the heart of Sip, Savor, Explore Oregon.

I’ve lived across the state — in 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 immerse myself in local art, food, music, and the stories of business owners who shape each community.

After raising a blended family of three boys who have now flown the nest, I’ve dedicated myself to building the travel business of my dreams: curating experiences that celebrate Oregon’s landscapes, flavors, and culture. With decades of living and exploring here, I bring insider knowledge, strong local connections, and a knack for creating itineraries that feel both effortless and unforgettable.

My mission is to help you experience Oregon like a local — to discover exclusive finds, enjoy thoughtfully curated trips, and come away with memories that last a lifetime. All you need to do is arrive ready for adventure; I’ll take care of the details. ~ Holly Roberson | Founder & Owner - Sip, Savor, Explore Oregon