San Juan Island Kayak & Seaplane Overnight

Plan Your Trip

All-Inclusive | Private Overnight Tour

The San Juan archipelago harbors near-mythical beauty amid its undeveloped islands and seascapes. Its historical relevance is just as intriguing. Spend day one discovering this remote wilderness with a naturalist guide. You’ll embark on a 3-hour orca search by kayak, explore historic sites and visit an island winery or lavender farm.  After a night sleeping in luxury in Friday Harbor, you can spend your day exploring the quaint town followed by an incredibly scenic seaplane flight right into downtown Seattle’s Lake Union!


  • Naturalist-led kayak excursion with a focus on marine wildlife
  • Cascadian safari picnic lunch
  • Whale- & bird-watching at Lime Kiln State Park
  • San Juan Island Winery
  • Pelindaba Lavender Farm
  • San Juan National Historic Park
  • Views of rugged coastline, the Olympic Mountains and Mt. Baker while kayaking
  • Beachcombing at South Beach
  • Hike to the top of Young Hill
  • Explore the character of Friday Harbor

* Kayaking dependent on weather and marine conditions; other highlights dependent on time and other conditions


Day 1 | Island Exploration and Orca Search by Kayak

From Seattle we drive north to Anacortes, the jumping-off point to the world-renowned San Juan archipelago.  The ferry ride from Anacortes is a marine cruise in and of itself, and is an excellent opportunity to keep an eye out for an impressive diversity of wildlife, including Bald Eagles, Harbor Seals, Dall’s and Harbor Porpoises, Stellar’s and California Sea Lions, a variety of marine birds, and even our resident Orcas if you’re lucky.  After roughly an hour of traversing scenic waterways between islands such as Cypress, Lopez, Orcas, and Shaw, we reach the quaint yet charismatic seaside town of Friday Harbor on San Juan Island.

Heading across the island to Roche Harbor, we embark on a naturalist-led 2- to 3-hour kayak excursion along remote rugged coastline that includes a number of wildlife refuges and dramatic views of the surrounding islands, Olympic Mountains, Mt. Baker, and more.  We willexplore kelp forests and shoreline ecosystems, searching for marine wildlife such as Harbor Seals, Bald Eagles, River Otter, colorful inter-tidal marine life, and a variety of birds – and, if we are lucky, we may even encounter porpoises or whales, including one of our resident pods of Orca.  Additionally, condition-dependent, we will have an intimate picnic lunch on Posy Island, the smallest state park in the country (depending on the tide!).

Upon returning from our kayak exploration, we venture to Lime Kiln State Park, considered one of the best places for observing Orcas from land in North America (and an excellent alternative for a picnic lunch).  Even if J-, K-, or L-pod aren’t around, the dramatic and stunning views across Haro Strait towards Vancouver Island and the Olympic Mountains are well worth the stop, not to mention there is often plenty of other marine wildlife to keep an eye out for during a short hike along the shoreline.

Time-permitting, we can choose from a variety of additional nature-based activities, including a moderate hike to the top of Young Hill for remarkable views of the San Juan archipelago, beach-combing along the driftwood-strewn South Beach, and exploring the historic American and English “Pig War” Camps, which are part of the San Juan Island National Historical Park and were encampments during a post-Civil War boundary dispute between the United States and England.

We will end the day with a visit to Pelindaba Lavender Farm to revel in the intoxicating aroma of acres of lavender, or San Juan Vineyards for tasting locally-grown Siegerrebe and Madeleine Angevine, among others, before taking you to the Friday Harbor House with enough time to explore Friday Harbor (and perhaps sampling some delicious local fish and chips or – even better – ice cream!) on your own.

Sleep: Friday Harbor House

Day 2 | Friday Harbor and Seaplane Adventure

Photo: Michael Bertrand/ Kenmore Air

Take a leisurely morning to explore Friday Harbor, enjoy a delicious breakfast and eventually find your way to the harbor to board a Kenmore Air seaplane back to Seattle, an unforgettable ride!

You choose when to fly back!  Let us know when you would like to return to Seattle and we’ll book your flight.  You can see departure times here if you like.  You also may opt to stay longer on your own and choose to take your flight at a later date.

Plan Your Trip

Please call or email for a tailor made version of this incredible adventure
Toll Free | 866-203-7603
Contact Us


Full Day San Juan Island Adventure

  • Activities | Paddling,* intertidal beach walks, birding, whale watching, wine tasting, & educational sightseeing
  • Interests | Marine biology, ecology, marine-life, botany, local and natural history
  • Group Size | Any
  • Inclusions
    • Pick-up at your Downtown Seattle Hotel or Cruise Terminal
    • Overnight accommodations at Friday Harbor House
    • Seaplane flight to Seattle’s Lake Union with Kenmore Air
    • Highly qualified naturalist Escape Artist guide
    • Travel in adventure-outfitted Mercedes Vans and luxury SUVs
    • Morning tea and pastries (day 1)
    • Locally sourced and/or organic lunch (day 1)
    • Seasonal snacks and refreshments throughout the tour
    • All entry fees
    • All kayaking equipment
    • Expert kayak guides
  • Departing Day 1 | ferry time dependent – 6:15-7:30am**
  • Returns Day 2 | flight dependent***
  • Difficulty | Beginner to moderate
  • All-Inclusive Rate | Starts at $650 per person
  • Age | 6+

* Please Note: Inclement weather may cancel our paddle and would be replaced by additional sightseeing and interpretive beach walks, or perhaps a sculpture park and winery depending on the escape!

** We will call you within 24 hours of the trip and confirm exact time and location for your pick-up and flight. Full name & weight required for each person flying.  Please be sure to fill out your contact info during checkout.

***You choose when to fly back!  Let us know when you would like to return to Seattle and we’ll book your flight.  You can see departure times here if you like.  You also may opt to stay longer on your own and choose to take your flight at a later date.  Blackout 2013: May 27 & Sept 2.  Blackout 2014: May 26 & Sept 1.

Plan Your Trip

Please call or email for a tailor made version of this incredible adventure
Toll Free | 866-203-7603
Contact Us

How to Pack and Prepare   |   FAQs   |   Terms & Conditions


EverGreen Escapes is Cascadia’s premier local and sustainable adventure, nature and epicurean tour company. Specializing in private and small group, naturalist led escapes in bio-fueled Mercedes Vans and Crossovers. We’re a small business with a Big Mission: to create positive change in the world by connecting people with places and nature. Our guides aren’t just naturalists, they’re Escape Artists.

We know our destinations, but we don’t know you! Even if you’ve been inspired by one of our multi-day tours, we’ll need to know your hotel preferences, activity level, travel style, etc. to craft you the perfect Northwest travel experience and address logistical concerns such as the cost!

The more you share, the better we can source our knowledge, enthusiasm and personal connections to design an Escape Plan personalized to your interests and passions. An expert Escape Artist will contact you shortly to answer any questions you may have and start planning your trip!

Fill out my online form.

Thank you for Exploring Cascadia with the Local Experts.