Our road cycling tour of the island loops around the valley nestled between two sleeping giants, Puu Kukui caldera to the West, and Mt. Haleakala to the East. Inside Maui’s 120 miles of coastline, we experience a surprising range of microclimates, from exotic gardens to rainshadow drylands, from sandy lagoons to snowy summits! With over 20 ecosystems and lots of hills, road cycling is always an adventure here. One minute we’ll be riding through a lush tropical rainforest, and the next we’ll turn the corner onto a huge, sunny lava flow, or drop down onto a private peninsula for some fresh, hot Hawaiian banana bread! The people on the island are just as diverse. Evenings are filled with the sights and scents of real island hospitality, where we are pampered with islands feasts, luaus, and hula dancing, and are offered our own oceanside ohanas (private beachhouses).
467 km / 290 mi
Kahakuloa en Honuloa Bay
Hot banana bread!
Deposit for this tour is $500.-pp
Easy = untrained, normal physical condition Moderate = regular cyclist, good condition Challenging = experienced, well trained
Guided = with cycling guide(s) - support van Self Guided = individual - directions+maps
60-80 km / 37-50 mi
467 km / 290 mi
Deluxe = 4-5 star hotel or excellent B&B Basic = 1-2 star hotel/motel or B&B Camping = tent, sports hall or campus
Deluxe, full board
Daily luggage transfers
28 Aug 2022 - 02 Oct 2022 02 Oct 2022 - 07 Oct 2022 06 Nov 2022 - 11 Nov 2022 27 Nov 2022 - 02 Dec 2022 01 Jan 2023 - 06 Jan 2023 05 Feb 2023 - 10 Feb 2023 05 Mar 2023 - 10 Mar 2023 02 Apr 2023 - 11 Apr 2023 30 Apr 2023 - 01 May 2023 28 May 2023 - 02 Jun 2023
2023 Start dates: Aug. 27, Oct 1, Nov. 5, 26
Airport at start
Airport at finish
Prices *Please note the prices are subject to change depending availability*
Price per person / please note the prices are subject to change depending availability
If you travel alone a single supplement is charged. With some group tours you can avoid a single supplement by sharing a room with another rider.
Included / Not Included – lodging
Day 1 | Cycling – West Maui Mountains
We begin our ride today along the coastline of the Mauna Kahalawai (West Maui Mountains). This western quarter of the island is an eroded volcano that is much older than Mt. Haleakala in the east. Later we’ll climb up 1,000 feet through classic Maui scenery: amazing valleys sprinkled with water falls, and majestic sea cliffs line our route. We also ride through the old Hawaiian fishing village of Kahakuloa where they still grow Taro. Taro is believed to be one of the first cultivated plants, and it is the base for Poi, a classic Hawaiian dish
Day 2 | Cycling & Sea Kayaking
After a short shuttle, we ride out past the only winery in Maui, along a road with little to no vehicle traffic for almost 40 miles. This ride provides a great introduction to Hawaii with views of the ocean, mountains, and even four of the other Hawaiian islands along the way. There is roughly 3,500 feet of elevation gain over this 30-mile ride. We will shuttle back to Kihei for lunch and to trade out or bikes for sea kayaks!
We’ll meet our kayaking guides this afternoon for an exciting adventure just off the coastline.
Day 3 | Surfing & Free Time
Spend the morning learning to surf with a 2-hour private lesson. We head out at the best time of the day to learn, in one of the best places in the world to learn, with expert, personalized instruction- you can’t go wrong!Then the afternoon is yours- head into town for shopping at the many shops and local markets or relax on one of Kihei’s beautiful public beaches. If you’re looking for more high profile sun and sand, head south to world famous Big Beach.
Day 4 | Hike Mt. Haleakala
A trip to Mt. Haleakala allows us to experience the natural history of Hawaii up close. The summit area’s remarkable volcanic landscape quickly gives way to a variety of other ecosystems as you descend down into the park. In fact, you pass through as many ecological zones on the drive to the summit as there are between Canada and Mexico! Here, a massive variety of native Hawaiian plants and animals thrive, including some species that exist no where else in the world. After taking in the sights from the van we’ll head out on a day hike, exploring one of the park’s many wonders.
Day 5 | Cycling Haiku to Keanae Village
Today we voyage through the rain forest to Keanae Village. A tropical atmosphere bursting with lush green foliage, combined with incredible views of both the ocean and Haleakala, make this one of the best rides on the planet! In Keanae, we stop for hot banana bread, fresh from the oven. As we take our break, a dramatic scene unfolds before us as waves pound the lava rocks below. In all, the day’s rides add up to over 3,000 feet of elevation change over more than 50 miles.
Day 6 | Hiking – Bamboo Forest
From the trailhead off the famous Hana highway, we embark on a unique hiking adventure. We venture into a lush section of bamboo forest, passing three classic Hawaiian waterfalls along our route. Bring your swimsuit for a dip in the idyllic freshwater pools that lie at the base of the falls. Cap off the perfect day in paradise with a snack of fresh guava, before concluding our tour after lunch.
* This is a general itinerary. Tour itineraries are subject to change based on the group, available accommodations and other unforeseen circumstances such as the weather, local conditions, government intervention, that may affect the quality of the trip and/or safety of the participants. Please view this itinerary as an outline as to what to expect on this tour.
5 nights in oceanside Ohanas (private beachhouses).
Two Professionally Trained Trip Leaders
All meals starting with lunch on the first day through lunch on the last day, Snacks
Airfare to and from our departure point
Lodging before or after the tour
Inns and coastal cottages. They are chosen for comfort, scenery, and proximity to our activities.
All meals on this tour are in local restaurants except picnic lunches, prepared by your experienced guides.
Map & Routes
Rental bike, ask for prices and possibilities.
More information about this tour
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