Maui Adventure

Join us for an unforgettable 8-day tour on Maui, the epitome of island paradise! Our adventure covers the island's diverse and spectacular land and seascapes, giving you a taste of all the richness the Valley Isle offers. Swim with sea turtles, explore the volcanic crater, dig your toes into pristine black, red, and white sand beaches, relax in your oceanview accommodations - it's the most exotic, yet still domestic! Activities include private excursions with our small travel tribe like paddle boarding, helicopter tour, surfing, cultural experiences, hiking, yoga, downhill biking, snorkeling, outrigger canoe paddling, relaxing beachside, and more! Most importantly, take advantage of our supportive group environment, fostering a transformational traveling experience with lifetime connections!!! Our trip is suitable for all fitness and experience levels, with a focus on fun and empowerment. Just pack your bags and let us handle the rest.

Date: November 7 - 14, 2026
Location: Maui, Hawaii, USA
Tour Size: Up to 10 people

Private Trips also available, details below.

Haleakala Volcano and Downhill Bike Ride

An exhilarating experience you’ll remember for a lifetime.  Towering over the island of Maui and visible from just about any point, Haleakala Crater is a force of nature in every sense. At 10,000 feet high, this dormant volcano is the stage for a breathtaking range of landscapes—and skyscapes. We’ll begin this excursion with a vehicle trek up Crater Road, high above the clouds, and switchback our way into Haleakala National Park.  Here we’ll explore the Mars-like red desert and rock garden environment, including endangered blooming ahinahina (silversword) and nene (Hawaiian goose), the state bird.  Then, starting at 6500 feet, we’ll cruise down the mountain on top-of-the-line bikes, descending the green slopes through the scent of eucalyptus trees. We’ll pass through small upcountry communities of Kula and Makawao, stopping for lunch with a bird’s eye view of the whole island, and eventually ending in the historic North Shore town of Haiku. After we’ll relax in the colorful, rustic surf town of Pa’ia with drinks, pupus (appetizers), and boutique shops.

Snorkel Experience

Maui is just as beautiful under water as it is above it!  Heighten your senses with the energy of crisp, blue Pacific waters.  View beautiful coral gardens and swim amongst “honu” (sea turtles) and an abundance of marine life.  We take you to several stunning locations throughout our adventure, to experience a variety of protected bays and colorful reefs.  Life really may be better, down where it’s wetter, under the sea!

Surf Lesson

Learn to surf where it all began, in the Polynesian islands of Hawaii!  You’re in good hands with our professional instructor, Maui local, and super star athlete, Austin Kalama.  A waterman by skill and by blood, growing up on the island of Maui as a 4th generation Hawaiian waterman and oldest son of legendary Dave Kalama, Austin triumphs nearly any type of wave riding or water craft, and knows Maui waves like the back of his hand.  Working in the hospitality for years as an eco tour guide and instructor, he is experienced in teaching the ancient art and sport of he’e nalu (sliding the waves)! We’ll choose the day’s best spot on southwest Maui, known for its gentle conditions and perfect waves for learning so you can successfully feel the glide.  But it comes with a warning… surfing can be highly addictive!  #ridethewave

Road to Hana

A winding, scenic highway to East Maui with breathtaking views around every turn.  The Road to Hana reveals stunning waterfalls all along the way, with 59 one-way bridges to cross them.  Sit back and enjoy the ride with a visually thrilling palette of colors rarely seen elsewhere, as the road is enveloped by lush tropical rainforest with hundreds of exotic plant species. Hana’s rain forest is very unique, and one of the richest throughout Hawaii’s islands regarding species variety and natural resources. Because of its exceptional beauty and floral diversity, it was as prized a place to live during ancient times, just as it is today.  We’ll take time to enjoy the journey with many stops along the way, visiting waterfalls with natural pools for swimming; black, red, and white sand beaches; Wainapanapa State Park with lava arches and blowholes; ancient coastal villages; and local roadside stands with Hawaiian culinary delights, tropical flowers and fruits. 

Helicopter Tour

With all the amazing sites to see on Maui, our Adventure could last years… but we can cover all the ground by flying over it, on this breathtaking helicopter tour. Most tours cover just one side of the island, but we are seeing it all on this complete island tour - with exhilarating aerial views of the Haleakala crater, lush East Maui rainforest, dynamic West Maui Mountains, panoramic coastal views and towering waterfalls!

SUP Lesson & Tour

Elevate your well-being with the mental, emotional, and physical therapeutic benefits of paddling! Learn to Stand Up Paddleboard (or brush up on technique) with pro instructor, Jessica Cichra. Gliding atop crystal clear water and from our standing vantage point, we can easily spot all the sea creatures thriving in the reef beneath the surface! Paddle with green sea turtles, rays, loads of tropical fish, and more. And the view of West Maui’s gorgeous coastline from above the surface is equally as stunning. Surely a memory in the making!

Ohana-Style Cookout

All events of importance called for a feast in ancient Hawaiian times. Births, marriages, reunions …every high point in their life was signaled by a luau.  These days, luaus have become quite touristy, but their significance and tradition still hold strong.  As travelers, not tourists, it is important to us to spend time immersing in local culture. With this in mind and to celebrate our epic adventure together, we have partnered with local friends to bring you an authentic, ohana (family) style dining experience.  We will eat what our friends have caught and harvested locally that day for an oh-so-fresh sea to table dinner.  And plenty of time to relax outdoors and talk story.

Beach Yoga

Just to bliss you out a little more, we’ll practice yoga on the beach at golden hour.  Set the tone for your whole adventure by dropping into the present moment and aligning your body, mind and spirit. Breathe in the salty air and restore and rejuvenate your body. Let peace and relaxation wash over you with the sound of waves lapping rhythmically against the shore, and a picturesque view of the sun setting behind the island of Lanai.  No experience required, class is designed for all levels.

Outrigger Canoe Paddling

Outrigger canoeing is not only the official Aloha state team sport but a rich historical reminder that to live in Hawaii is to know and respect the ocean. No other culture in history has such a strong and intertwined existence with the ocean.  Step back in time during this ancestral activity, born out of necessity for fishing and transport, which then spawned racing by Hawaiian chiefs for sport and recreation.  We’ll learn how to paddle wa`a's (canoes) in the sparkling waters off Ka’anapali Beach.  Paddling as a team to the outer reef and along the coastline, we’ll likely encounter large green sea turtles, and potentially see dolphins and rays!  We are extremely careful to respect the creatures who inhabit these waters, creatures recognized by the Hawaiians as na aumakua (family gods), the living embodiment of their na kupuna (ancestors).

Aloha Accommodations

• 3 nights at Camp Olowalu in a Tropical Tentalow

• 4 nights at Outrigger Ka’anapali Beach Resort in an Oceanview Room

Tropical Tentalow at Camp Olowalu: A unique experience for any adventure seeker! Step up onto the raised platform tentalows, each with its own private, sink and dressing area, and open-air shower with views of the West Maui mountains. Take in the refreshing ocean breeze while surrounded by lush tropical mango trees, native plants and tropical flowers. Relax under the warm Maui sun while on our beachfront property, and explore the clear water of Olowalu Reef, with some of the most vibrant corals and marine life on the island.

Ka’anapali Beach Hotel in Ocean View Room: Take in the spectacular view of Kāʻanapali Beach’s clear waters from our comfortable and inviting partial ocean view rooms. Perfectly situated on this world-famous beach with white sand and view of the neighboring island of Lanai, across 11 acres of stunning tropical gardens, this beachfront hotel is the ideal place to relax and unwind in paradise. Officially recognized as “Hawaiʻi’s Most Hawaiian Hotel”, they offer daily cultural classes, including hula, ʻukulele, Hawaiian language lessons, and more. Amenities include a whale-shaped swimming pool, stunning oceanfront open-air bar and restaurants with daily entertainment like hula. Enjoy and water sports and beach activities like snorkeling famous Black Rock reef right from shore. And, world-class golfing, dining and boutique shopping are all located within walking distance. Immerse yourself in the culture of Hawaiʻi and experience aloha at its best, right here at Kāʻanapali Beach Hotel!

Maui is often referred to as the “golden child” of the Hawaiian archipelago. From volcanoes and rainforests to waterfalls and colorful sand beaches, it’s the epitome of the perfect paradise. Maui has more than earned its reputation as No Ka Oi (The Best). Here’s why: the island has the most natural diversity, with the highest concentration and variety of exotic Hawaiian landscapes. This includes white, black, and red sand beaches; jungles, rainforests, high mountains, lavascapes, and more within 17 climate zones (no, that’s not a typo!) …and most of it is accessible!  Essentially, Maui is like taking all the Hawaiian Islands and throwing them in a blender, making it ideal for a first-time visit to the islands or for repeat offenders. There is so much vibrant color with stunning and rare varieties of flowers and flowering trees that thrive here, the consistent presence of rainbow prisms across the sky, and the bluest blue of the Pacific.  And we’ve yet to touch on it’s richness in Polynesian culture and tradition, abundance of marine life (who doesn’t love the adorable green sea turtle?), and mouthwatering cuisine.  Don’t be shy, it’s okay to daydream about the buttery smooth Maui avocados, sweet and aromatic mangoes, organic produce, free-range meats, and ‘oh-so-fresh’ seafood that Maui offers island-style foodies and culinary enthusiasts.  It’s no wonder that Maui attracts visitors from all over the world and has been voted "Best Island in the U.S." by Condé Nast Traveler readers for more than 20 years.

Your Ultimate Vacation

Our planned activities above are just the beginning of many offerings in Maui and you may do as many or as little as you like.  Our hotel is conveniently located so it’s easy to be independent and do as your heart desires.  We are walking distance from boutique shops, 5-star restaurants, ocean-front tiki bars, and world-famous Ka’anapali beach. Play a round on a world-class golf course, charter a fishing boat, and dive into a SCUBA experience.  Or simply relax with your toes in the sand and a tropical cocktail in hand.  Read a book on your lanai, take a dip in the pool, or treat yourself to a massage.  This is your vacation - you can have whatever you like!

Rates

• Double Occupancy (Shared Room): $5,219 each

• Single Occupancy (Private Room): $6,405 total

• Ohana Private Tour - Private and on your schedule. Up to 10 people in your private party. Inquire about available dates and rates for additional guests.

Discounts

Looking to save a few bucks? We would love to help you out so you can keep more cash in your pocket to use for those amazing mai tais! Discounts will be applied to final amount due and are not applicable on the deposit. 

• Refer a Friend - $100 off

• Repeat Offender (if you’ve already joined this trip once or more) - $100 off

Deposit

A $750 non-refundable deposit is required to hold your reservation. Payments are accepted at your leisure with full balance due 60 days prior to arrival date. Cancellations made within 60 days prior to arrival date will be issued a partial refund of payment, not including the deposit.

* Maui (and all of the Hawaiian Islands) have a hefty tax on hospitality to support their economy and residents. This helps them survive on their small, isolated island in the middle of the Pacific where most everything is imported. With tourism being the highest source of income, they mandate 3 separate taxes that add up to 17.4%. In addition is a widely used 2.5% fee that companies charge upon booking. None of these taxes or fees are visible in listing prices or advertisements and you will never see them until you actually book or request an "inclusive cost." This obviously drives our cost up higher than any other domestic or international trip we've organized.  Please rest assured that through our diligent research, local connections, and the power of our group numbers, you are getting more value than what you can achieve if booking a comparable trip on your own.

What’s Included:

• Accommodations 8 days/7 nights

• Personal Tour Guide

• SUP Lesson & Tour

• Helicopter Tour

• Beach Yoga

• Surf Lessons

• Outrigger Canoe Paddling

• Haleakala National Park and Downhill Bike Tour

• Snorkel Tours (at least 3)

• Road to Hana Scenic Tour

• Wainapanapa State Park Tour

• Transportation: Airport transfers and all activity transportation

• Meals: 1 Ohana-Style Cookout Dinner, 4 breakfasts

• Vendor Tips (for excursions)

• Vendor Taxes and Fees: 20% of cost*

Not Included

• Airfare to Kahului Participants responsible for scheduling and purchasing airfare with trip insurance to Kahului, Maui (OGG), with arrival on 11/7/2026 and departure on 11/14/2026.

• Meals except 4 breakfasts and 1 dinner.