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.

Greater Portland Area | WILLAMETTE VALLEY | Eugene | OREGON COAST

Whether you’re a foodie, outdoor enthusiast, wine lover, or traveler craving something unique, we’ve got you covered. Our personalized tours are crafted to take you beyond the usual — from exclusive wineries and farm-fresh flavors to scenic trails, coastal gems, and lively towns.

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

Whether you're after sightseeing or exploration, we have experiences to fit your style.

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.

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.

— Tap the button below to email us
— Or call us directly at 541-335-1846

Your private Oregon travel experience starts here.

INQUIRE ABOUT PRIVATE TOURS

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
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

The STORY BEHIND IT ALL.

Oregon has been my outdoor playground for the better part of 20 years, and I still can’t get enough of all that it has to offer. My love of the outdoors, paired with enjoying awesome winery locations, nearby hikes, coastal surf spots, off-the-beaten-path treks, meeting cool people, and swapping stories along the way, is behind all that I do at Sip, Savor, Explore Oregon.

I’ve lived in rural locations in the South Willamette Valley, spent five years in Bend, Oregon, then back to Eugene’s first and only urban village, and now reside in Sellwood, just minutes from downtown Portland. I immerse myself in local art, the foodie scene, live music, and love to get to know the stories and business owners everywhere I live and visit.

After raising a blended family of three boys who have now flown the nest, I have more time to focus on building the travel business of my dreams! I want to share ALL that I love about Oregon with modern-day explorers and create enjoyable, informative, and awe-inspiring experiences that create memories for a lifetime.

My goal is to help you experience the best of Oregon, discover exclusive finds, and enjoy our well-curated trips. I'm here to ensure you take in fresh adventures and unwind while I handle the planning. Rest assured, you'll have a blast along the way! ~Holly

Holly Roberson

Owner - Sip, Savor, Explore Oregon

Established in May 2022