maui, Hawaii: September 3-9, 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 being in Nature’s wildness with other women.
Maui is magical and you’ve got to experience it!
Join Sierra, a joyful, supportive and FUN leader, in one of the most beautiful places on earth: the Hawaiian island of Maui. Experience the intensely beautiful culture, the big and small beaches and incredible sea life, together, with women across the country where you will be able to relax AND adventure AND relieve some stresses of every day life. This trip is designed to help you rediscover you. We offer many types of adventure within this workshop, all of which you can opt in or out of. This trip is capped at 14.
Do you have an interest in both beaches and spectacular mountain scenery? Easy Hiking? canoeing? Sunrise on a volcano? 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.
Cost for Maui is $2099 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 the island of Maui and back. Shuttles will be arranged from the Kahului airport by us, but you can also catch other rides if necessary.
Who:
Women. From anywhere. Women with a passion for the outdoors. Women who want to learn and discover, or who just need a break! 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 3-9, 2026. We made this over labor day weekend to add an extra free day off work! You DO NOT want to miss this. You will fly in on Thursday the 3rd (between noon and 6pm is best), and fly out on Wednesday morning the 9th.
What:
A women’s trip 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 have so many fun outings together. Learn to outrigger canoe together (optional of course!). Relax on beaches and explore waterfalls, bamboo forests, and wonderful cuisine together. Star and moon gaze. Creating unforgettable memories, together, of course.
IMPORTANT NOTE: We request that you be comfortable in the water and know how to swim. We’re ok if you want to snorkel with a life jacket or a floatie but you must know how to swim. iF YOU HAVE ANY QUESTIONS AT ALL ABOUT WHAT THIS MEANS, JUST ASK! wendy@itwadventure.com
Because we wanted something that was deeper and more immersive, we’ve rented out a condominium and invite you all to stay in it with us, together. We’ve coordinated outdoor excursions, chill time and meals to inspire, nourish, and fill your soul.
All rooms are shared occupancy. No private rooms are available.
This is the itinerary for Maui (weather permitting):
September 3: Everyone gathers on Maui! Into the Wild will provide transport for you from 12-6pm on this starting day from the airport to the beautiful lodgings. Once we are all gathered, we will have a nice home cooked meal at the house, mingle and get to know one another, and have free time.
September 4: Breakfast at our house. We’ll start the day with a 2 miles-ish walk through the Kapalua Coastal Trail, gorgeous! We’ll be wearing our swim clothes and have our snorkel gear with us in case we see awesome saline, but we will snorkel at the end at Kapalua Bay beach if the snorkel report is good that day. If not, we’ll snorkel elsewhere! Today we are going to have lunch together in an adorable town, then enjoy a fun experience with Maui Outrigger Canoes! The guide will have lots of stories and interesting facts about Maui, and show us a wonderful time. Finally, we will return home for showers, pool time, and a home cooked meal. Free time after dinner.
September 5: Breakfast at our house. Today we are going on a sailing trip to Molokini to snorkel! This is a multi hour trip and includes lunch. When we get back to land, We will have free time, then hit up one of Maui’s incredible Luaus for a dose of great Hawaiian Culture!
September 6: Early breakfast at the house and we will take off on an all day trip on the Road to Hana. We will take packed lunches with us. This is a famous road trip and a must do- however it is not car-sickness friendly, and so of course it is very optional to come along. The road is very winding but doable if you have a car sickness medication plan in mind. We will see jungle, waterfalls, bamboo forests, big turquoise beaches, and we will have a local guide as well as the local government is currently suggesting. We will head back toward home by 3 pm, and stop in Paia for dinner and a bit of shopping in this cute little town.
September 7: Today is a restful day. We will start with a tour of a lavender farm (it’s beautiful, and worth it!) and then hit a nice relaxing beach. We’ll have a fun lunch together, then head to Lahaina Old town for shopping if desired. Pool time at the resort, free time, and a wonderful dinner. A perfect down day!
September 8: For those interested, we will rise very very early today and go to watch sunrise on top of the volcano at Haleakala National Park (weather permitting). If the weather looks like we’d miss the sunrise, we will instead do a small optional hike closer to home, of which there are many to choose from! After the sunrise watching we will do an easy hike in the Park and head back for a fun lunch in a cute town. We will hit up one or two great beaches, watch sunset, and then head home for our closing dinner! Free time.
September 9: Breakfast, Check out, and Into the Wild will provide transport back to the airport for flights from 6am-1pm.
A reminder: your expenses are all paid, except your flights to and from Maui from your home. We cover lodging, activities, food, transport, etc!
Into The Wild is 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.
Women often learn better through experiences with other inspiring women. This retreat is only for women and will be filled with warm, open, inviting leaders and attendees, who are all ready and waiting for a creative, immersive, life-changing experience.
