Best of Pacific Northwest 14-day Itinerary

Half-Day Seattle City Tour

This half-day private tour will cover Seattle’s highlights including the Space Needle, Pike Place Market, and the Chihuly Glass Museum. Tour will include a mix of walking and driving and additional stops may be added based on time and interest.
Learn the history of Pike Place Market, browse through the many stalls and unique eateries, watch the fishmongers toss their slippery merchandise, and visit the “original Starbucks". At Seattle Center, enjoy a 360-degree view of the city from the observation deck of the Space Needle before wandering through the enchanting sculpture displays at the Chihuly Glass Museum. If time allows you'll cruise through other iconic neighborhoods such as the Queen Anne Hill, known for its 19th-century homes, or Gas Works Park, located on the North Shore of Lake Union. Tour includes lunch.

Additional Options for Day 2

Day Tour of Mt. Rainer National Park

Located 2.5 hours from Seattle, Mt. Rainier is the perfect day trip destination for National Park lovers. Mt. Rainier looms large in the hearts of Northwestern residents. On a clear day, the beautiful, hulking monolith can be seen from just about anywhere. At the height of summer, lucky travelers and locals alike make a pilgrimage to her flower-flanked trails for the kind of relaxation, fresh air, and peace that only comes with a walk in a quiet, magnificently wild place. Enjoy recreational opportunities with your naturalist guide such as hiking or kayaking in the summer or cross-country skiing, snowboarding, sledding, or snowshoeing. Pair your outdoor adventure with wine tasting in the Yakima Valley‘s famed wineries. This rapidly expanding wine region is full of boutique tasting rooms that that offer an intimate experience in the beautifull setting just east of Washington's tallest peak.

Ferry from Seattle to San Juan Islands

Drive from Seattle to Anacortes Ferry Terminal (1 hour 30 minutes) then board a public ferry and and enjoy a beautiful 1 hour and 45 minute cruise through the Puget Sound to San Juan Island.

UPGRADE OPTION: Skip the ferry and take a private yacht or charter flight, turn your transfer into an exclusive Puget Sound sightseeing tour with your naturalist guide.

Once you arrive in Friday Harbor, your naturalist guide will orient you to the island with a driving tour to the most scenic viewpoint and points of interest, lunch included. Additional activities can be added on such as a farm visit, oyster shucking, or kayaking.

Additional Options for Day 3

Private Transfer and Flightseeing Tour of Puget Sound

Enjoy the ultimate sightseeing experience with a private float plane transfer from Seattle to San Juan Island (Friday Harbor), the approximate 1 hour flight will take you from the cityscape of Seattle over the Puget Sound and to the spectacular San Juan Islands archipelago.

Private Yacht Excursion of the Puget Sound

Board a private yacht for a 7-hour scenic cruise through the Puget Sound in comfort and style. Your captain will help you spot wildlife as you take in the beautiful scenery and enjoy a gourmet catered lunch.

Orca Whale Watching Tour

The waterways surrounding the San Juan Islands are considered the best place in the world to observe Orcas Whales in the wild. This tour will access all the major waterways the whales travel, and we often view whales within the Haro Strait, just a few miles from Roche Harbor. Your naturalist guide will focus not only on showing our guests Orca (Killer) Whales, but a wider variety of wildlife as well. Other highlights include Dalls Porpoise, Harbor Porpoise, Minke Whales, Humpback Whales, Bald Eagles, and more. With a heated cabin, inside and outside seating, and a full wrap around viewing deck, there is lots of room to move around and stretch your legs throughout the tour. After your morning whale watching tour you'll have the afternoon free to continue exploring the island with your naturalist guide.

Looking for a little more adventure? Upgrade your whale watching tour to a private guided kayak tour in search of orcas.

Additional Options for Day 4

Orca Search Kayak Tour

Search for Orcas by kayak with a 5-hour paddle in one of the most sought after kayaking destinations in the world, the San Juan Islands. Departing from Roche Harbor, you'll pass through mostly undeveloped islands just northwest of San Juan Island and enjoy sweeping views of the Olympic Mountains, Haro Strait, Vancouver Island, the Canadian Gulf Islands. Here you'll have the chance to see eagles, seals, porpoise, and invertebrates in their natural habitat and stop on a pebble beach for a home-packed picnic lunch and a chance to stretch your legs. Then continue through the Haro Strait, where you'll spot for orca whales by kayak before looping back to Roche Harbor.

Ferries from San Juan Island to Orcas Island to Port Townsend

From Friday Harbor on San Juan Island, board a ferry for 1 hour transfer to neighboring Orcas Island for a day of exploration with your guide, then you'll board another ferrry for a 3 hour transfer from Orcas Island to Port Townsend.

UPGRADE OPTION: Skip the ferry and take a private flightseeing tour and transfer to the Olympic Peninsula.

Half-Day Tour of Orcas Island

You'll spend a half day enjoying a private driving tour of Orcas Islands with your naturalist guide. Highlights will include Moran State Park and a hike on Mount Constitution and we'll work with you to include additional activites such as a hot springs soak at Doe Bay Resort or a visit to a local oyster farm. Lunch included.

Day Tour of Olympic National Park

On this full-day tour, your professional naturalist guide will reveal the magestic beauty, luminous peaks, pristine alpine lakes and lush rain forests of Olympic National Park. Explore trails leading to panoramic views at Hurricane Ridge, purched high in the Olympic Mountains, followed by a lakeside lunch at Lake Crescent Lodge. Then take in the mountain mist during an afternoon hike to Merymere Falls before reaching your respite for the evening at the historic Lake Quinalt Lodge.

For intrepid travellers, trade out the lodge for an overnight in a glamper unit overlooking the Pacific Ocean in nearby Kalaloch.

Additional Options for Day 6

Traditional Native Salmon Bake and Storytelling

Learn from tribal members of the Jamestown S’Klallam Tribe about the traditions and cherished stories of their people and the connection to their native land with a tradtional salmon bake dinner and evening storytelling by fireside.

We'll enter Oregon along the coast and travel through the rugged and spectacular coastline traced by jutting headlands and dotted with awe inspiring vistas, lush old-growth forests and martime community charm. On this full day tour, your private guide will show you some of Oregon's most treasured state parks and shorelines. You'll enjoy sea-views along the drive and a stop in the West's oldest settlement, Astoria. You'll have the change to dine at a local brewery and visit their resident sea lions from the docks before making your way to the charming coastal hamlet of Cannon Beach for your overnight stay.

Additional Options for Day 7

Interactive Culinary Dinner Show

Chefs Lenore and Bob Neroni will bring the dining experience to life with a "three act" dinner show designed to both entertain and inspire you. During the show, you’ll notice tips on food safety and sustainability, best practices in your kitchen, wine as a food, and the benefits of a congenial dining environment. Come watch & learn, sip & dine as they showcase foods of the Pacific Northwest, and challenge you to create more local flavors in your daily life!

Duration: 3 hours

The options are nearly endless for outdoor adventures along the Oregon Coast. Guided hiking will be included with your guide fee for the trip, however here are a few ideas for additional activities which can be added to enhance your experience (additional costs apply):
- Coastal bay kayaking tour
- Fat-bike ride on the beach
- Surf lesson
- Beach yoga
- Crabbing
- Lighthouse tour and craft beer tasting

Willamette Valley Wine Tasting Tour

The Willamette Valley is home to over 500 tasting rooms and vineyards and known for its excellent pinot noir. Wineries range from the intimate setting of a rustic boutique property to a large scale elegant tasting room with commanding panoramic views. Your private guide will orient you to the region and its unique characteristics with visits and tastings at few of the most iconic local wineries, includes picnic lunch.

Additional Options for Day 9

Willamette Valley Helicopter Wine Tour & Lunch

Experience the magic of the Willamette Valley by land and air with this four-hour intimate wine tour. Starting at your hotel your private naturalist guide will pick you up in a luxury vehicle. Weaving your way through among the vineyards to a boutique winery for a tasting for an educational overview of this highly productive wine region. From there you'll be whisked away by helicopter for a 20-minute flight over the rolling hills of the Chehalem Mountains AVA before landing at another winery. Take in incredible valley view with another tasting and gourmet picnic-style lunch then your naturalist guide will escort you by car back to your hotel.

Horseback Wine Tour

Take in the beauty of the Willamette Valley by horseback while enjoying wine tastings as several boutique wineries. This 2.5 hour tour will take you on on a comfortably paced, gentle trail ride through the famous Red Hills of Dundee. Enjoy breathtaking countryside as we wind our way between the vines, ride right up to the wineries, hitch up and sample the Willamette Valley's award winning pinot noirs.

Paddle and Pinot Kayak Tour

Running down the spine of the Willamette Valley is the region's life blood, the Willamette River. These waters define the character of the valley as a valuable water source for the abundant agriculture and stunning wildlife. Enjoy a 3 hours kayak trip upriver with your private naturalist guide as you take in the serene nature of the Willamette River and its resident wildlife. Pull up the shoreline of the region's only riverside winery and enjoy a wine tasting and picnic-style lunch. Relax in the shaded patio of the winery with a game of horseshoes or bocce before heading back to your hotel.

Guided Truffle Forage and Winemaker Lunch

Tromp around the Oregon wilderness with a local chef and expert truffle accompanied by their trained canine compainion and a local winemaker. You will learn about the abundance of quality ingredients in the Willamette Valley and how seasonal produce is a staple in the culinary landscape of the valley. Additionally you'll learn truffle hunting do's and don’ts, storage and care of truffles and how to use those delicious little nuggets in your own kitchen. After your forage you'll enjoy a truffle-themed picnic lunch and a private wine tasting with a local winemaker. (Note: Experience is only available during truffle season Jan - Mar).

On-Farm Cooking Class & Dinner

Roll up your sleeves for an immersive on-farm cooking class where you'll learn to prepare a gourmet meals using local seasonal ingredients. During this 3 hour class you'll prepare a multi-course menu highlighting the bounty of produce from the Willamette Valley. Enjoy nibbles and wine along the way before digging into your culinary creation.

During this drive we'll traverse the Cascade Mountain Range and will have the opportunity to stop for lunch at either Suttle Lake Lodge and Boathouse or in the charming artisan town of Sisters. Plenty of opportunities to stop for hiking and panoramic lookouts.

You'll end the day in the high desert mountain town of Bend, know to many as and outdoor recreationalist mecca. Flanked by the Cascade Range and high desert, the peaks, lakes, rivers and endless miles of trails are home to year-round outdoor activities. The town itself packs plenty of charm as a historic outpost for the lumber industry. And with one brewery for every 4,500 people Bend has the most breweries per capita in the state of Oregon. Your guide will orient you to the town and provide you history and cultural insights into this adventure destination. From there you can easily to explore by foot, bike and even kayak for the rest of the afternoon.

Additional Options for Day 10

Willamette Valley Hot Air Balloon Ride and Champagne Brunch

Catch the sunrise and float over the vines; the best way to see and taste what the Willamette Valley has to offer. Balloon season is April to October, so get your cameras ready. This is a one-of-a-kind experience in the Willamette Valley. Your balloon adventure includes a one-hour flight followed by a champagne brunch. It’s a great way to see (and taste) what makes the Willamette Valley so unique.
Note: This experience requires an early start time around 5:00 a.m. for the best ballooning conditions.

Bend and Central Oregon has endless opportunities for activities and outdoor recreation year-round. Most outfitters in the region can offer experience for all skill levels. Here are a few suggestions for popular experiences. Pricing varies based on season and number of participants.
- Water recreation: Whitewater rafting, kayaking / SUP boarding, flyfishing
- Mountain and road biking, cycle brewery tour
- Lava cave tours
- Horseback riding
- Rock climbing
- Helicopter sightseeing tours
- Night sky stargazing

Day Trip to Crater Lake National Park

Located about 2 hours south of Bend, Crater Lake National Park is the perfect day-trip destination. Enjoy a day of adventure at the United States’ deepest and purest lake- a place that will humble those who witness it. En route to a few sweet hikes, several stops on the rim will give everyone great vantage points while the guide unfurls the geologic and cultural history of our 6th national park. Surprising viewpoints from tucked away walks will fill one’s senses or magnanimous views from the volcanic rim’s highest point, nearly 9,000 feet, will totally astound. We'll venture 700’ down to lake’s edge where an incredible swim will provide an unparalleled experience in the world’s purest body of water. The day will include a picnic lunch served under the old growth trees, perched on the edge of the lake’s rim. Upgrade your trip with a ranger led boat excursion to Wizard Island or a guided bike ride around the rim.

You'll depart from Bend, heading 2.5 hours north to the Columbia River Gorge. Along the way you'll stop at Smith Rock State Park, one of the "Seven Wonders of Oregon" where you'll explore the 650 acre park with your naturalist guide. From there you'll make your way the town of Hood River, known as the Northwest capital of wind and kite surfing. Enjoy lunch at one of the craft breweries in town before embarking on the final 35 mile stretch from Hood River to Portland through the incredible Columbia River Gorge National Scenic Area. You'll pass through North America's most concentrated stretch of waterfalls and will have opportunities to stop for hiking or waterfall viewing.

End your evening either at Skamania Lodge, nestled in the west end of the Columbia River Gorge, less than 1 hour from the Portland International Airport. Or if you'd prefer to enjoy some last minute tax free shopping, we recommend a stay in downtown Portland.

Additional Options for Day 13

Smith Rock Horseback Ride

This 1.5 hour ride will take you from a private ranch along the spectacular rock formations of Smith Rock. The trail winds along the Crooked River Canyon and among the rocks. This is a up close and personal look at one of the Seven Wonders of Oregon. The surrounding mountain vistas are not to be ignored. The trails are modest and offer a casual relaxed ride.

Columbia River Gorge Helicopter Tour

Experience the stunning grandeur of the Columbia River Gorge and Multnomah Falls, from the incomparable vantage point of a helicopter. The giant, wrap around, floor to ceiling windows provide the absolute best views possible. The Columbia River will stretch out below, the massive snowcapped Cascade Mountains will loom above, and you’ll glide past dramatic cliff faces and elegant waterfalls at eye level. Choose from a 20 minute up to 1 hour ride through the region.

Prior to your departure, make sure to enjoy a bit of Portland's thriving resturant scene, full of character, prestige and plenty of farm fresh local ingredients. The creative and entrepenurial spirit of the city means there's a plethora of foodie options, from multi-course bruches to progressive food cart tasting tours.

Departure

Hotel pick up and transfer to the airport.