San juan islands, wa: september 7-13, 2026
Into the Wild is a chance to take a moment for you. To dive deep into your wild woman self. To rediscover the wonder and beauty of both earth’s nature and YOUR nature. To gain the experience of enjoying Nature’s wildness with other women.
Nestled in the waters of the Salish Sea are the beautiful and diverse in wildlife San Juan islands. A true wild destination, a true paradise for nature lovers and adventurers!
Into the Wild Adventure wants to take you there, to experience the scenes and sights, with other badass women from across the country. This trip is designed to help you rediscover you!
Tiffany of @thestokefam will lead this incredible trip to the San Juan Islands in Washington state, showing you the best highlights of the islands. Her experience and warm, welcoming leadership will set the tone for an amazing group of 14 women who love the outdoors.
Do you have an interest in Kayaking? Whale watching? A tree canapy climbing outing? Traveling through stunning islands by ferry? Self-rediscovery? Self-empowerment? Bringing out your inner wild woman?
This trip is for you, and women like you. Come as you are and leave as your best self.
Below is the information on what you come away with from this trip. Join us and rediscover your wild woman.
Cost for the San Juan Islands adventure is $2500 per person for 6 nights. All lodging, food, and transportation during the retreat is included, and rooms are shared occupancy. You just need to get yourself to SEA airport and back. See itinerary below for exact times needed to comply with the itinerary.
Who:
Women. From anywhere. Women who want to be outside and to learn and discover. Women who want to uncover or rediscover themselves.
Why:
When is the last time you enjoyed a week for yourself? To develop the inner you, your skills and to have adventures you deserve?
When:
September 7-13, 2026. You DO NOT want to miss this. You will fly in on Monday the 7th, arriving in time for the 1pm shuttle to Anacortes, and fly out on Sunday morning the 13th after 2pm (the shuttle will be going back to SEA Airport and arriving by 12pm.
What:
A women’s retreat built to help you rediscover you, your passions, and this beautiful earth you live on. An experience that will make you feel youthful and adventurous. A bonding experience not to be missed.
We will kayak and whale watch together. Learn about the islands together. Star and moon gaze. And we’ll create unforgettable memories, together, of course.
ITINERARY FOR SAN JUAN ISLANDS:
September 7: Fly into SEA airport, landing no later than 12:00. You’ll be picked up from the airport at an arranged time around 12:45pm. Once we have all arrived, we will head north towards our first stop on our Salish Sea adventure. We will snag a tasty lunch along the way - depending on traffic and how hungry everyone is, we’ll either grab something quick for the road or perhaps stop at an Ethiopian hidden gem or Pike Place Market! We will travel for about 3 hours, not including lunch, until reaching Anacortes, where we’ll settle into our hotel and then get to know each other better at our group welcome dinner.
September 8: After breakfast, we’re heading into the San Juan Islands with our first ferry ride of the trip! We’ll head to the ferry terminal where we’ll get in line to drive on and entertain ourselves as we wait for our departure. The ferry ride to Orcas Island will take around 1-1.5 hrs. Once we arrive on the island, we’ll head to the town of Eastsound where we can grab a snack and you’ll have some free time before we check-in to our accommodations. We’ll wrap up the day with an early dinner at a nearby restaurant before we have one more late night adventure - bioluminescence kayaking!! The San Juan’s are one of the best places to see bioluminescence and we’re planning this close to the new moon for the best chance at a brighter sighting. We’ll head out on a 2 hour adventure down the coastline to see this natural phenomenon in real life!
September 9: After our late night, we’ll have the option to sleep in a bit before getting breakfast and grabbing lunch to go from a deli or market before we head out on our main activity of the day - whale watching!! The best months to see whales in the San Juans are April-October (particularly Orcas). But, our timing is perfect because August-October is also the best time to catch humpback whales!! If we’re super lucky, we might also catch some minkes or grays. We’ll be spending a large chunk of the day on a boat for a private charter so we have more time to explore areas like the Strait of Juan de Fuca and have a greater chance of seeing humpbacks and grey whales, plus local Orca pods. After our whale watching adventure, we’ll head back to our rooms to freshen up and head out for dinner.
September 10: We’re island hopping today! After breakfast, we’ll be heading to the ferry dock for a trip to Lopez Island where we will explore Lopez Village, watch for wildlife at Shark Reef Sanctuary, and have a tree canopy climbing adventure! During our tree canopy adventure, we’ll be climbing giant old-growth trees 100-200 feet into the air for incredible views and a unique perspective of the islands that very few people see. You don’t need any experience, but you will essentially be doing squats as you climb. We’ll plan to wrap up the day with dinner and an evening ferry back to our home base on Orcas Island.
September 11: Pack up for an all-day adventure to yet another amazing island - Sucia Island, a remote island that’s only accessible by private boat. As a Marine State Park, Sucia Island is the perfect spot to look for wildlife (such as eagles, osprey, river otters, seals, sea lions, possible whales, etc.), and check out the caves, fossil beds, and sandstone formations on the island. We’ll bring along lunch and have a blast on our tour where we’ll kayak, explore tide pools, check out beaches, and take a short hike. After we return to Orcas, we’ll freshen up and reconnect for dinner nearby.
September 12: Our trip to the San Juan Islands wouldn’t be complete without a trip to San Juan Island itself. This morning, we’ll head to the ferry dock once again. This time we’re leaving the vans behind as walk-on passengers to spend the day exploring the famous Friday Harbor and looping the island on the Jolly Trolley. After our day of adventure, we’ll head back to Orcas Island to wrap up our final night together with one last group dinner.
September 13: Departure day starts bright and early. But the good news is, we should catch the sunrise on the first ferry of the day off the island. We’ll head back to Anacortes, grab a quick bite for breakfast, then make our way back to Sea-Tac where you can catch a flight at 2 pm or later (our estimated time of return to the airport is noon, but could vary a touch with traffic so please plan accordingly) or continue your PNW adventure on your own.
REFUND policy: Due to the nature of trip planning, there aren’t refunds available for any portion of this trip. We do welcome you to sell your ticket and achieve your refund through that sale. For any resales you might desire help with, email resales@itwadventure.com.
Into The Wild is now requiring its trip attendees to provide proof of travel insurance purchase for this trip. Generally this costs an extra $100usd, and can save your bacon when traveling and things go wrong. Please email wendy@itwadventure.com if you have any questions about getting travel insurance. We recommend Worldnomads.com
Women often learn better through experiences with other inspiring women. This female only trip will be filled with warm, open, inviting leaders and attendees, who are all ready and waiting for a creative, immersive, life-changing experience.
