Great Explorations

(800) 242-1825
(604) 730-1247

National Geographic



More testimonials


Trip Dates:

Nov 25-Dec 1

Self-guided and custom trips also available and can start any day. Call or email for details.

Nov 24-30


Trip Size:

8-16 participants

Total Days:

7 days/6 nights


Kihei/ Pa'ai


Mana Kai, Kihei/Wailea

Mauian, Napilian Beach

Lumeira, Pa'ai

Activity Level:

40-100 km (options)


The terrain is moderate with some rewarding climbs


Land Cost (current year):
US $2450
Includes 7B/2L/6D

Single Supplement:
US $550

Bike Rental:
US $160


Maui, Biking

Singles & Solo Travellers Special Departure

Looking for somewhere to escape the cold weather of winter? Look no further than Hawaii and the island of Maui. It’s our favourite island for many reasons: it has reliably warm and sunny climate, great cycling, and plenty of other non-biking water sport activities to fill your days including surfing, stand-up paddle-boarding, and outrigger canoeing. You will see whales, loggerhead turtles, birdlife and more. We’ve designed this itinerary to have you stay in Kihei, on the Napili Coast in West Maui, and Pa’ai to give you access to the best riding (without requiring shuttles) and to allow you to experience the variety of this island.



Getting there :
The principal airport on Maui is in Kahaluli. We will meet at the first hotel between 4:00-6:00 pm so you will want to plan your flight accordingly.

DAY 1:
Kihei - Your hotel is included on this day and you check-in anytime after 2:00 pm.  Settle in, then hit the beach, swim and relax. Between December and February, look for whales which can be often seen from shore. We will dine at a local restaurant that serves superb  fish tacos in a casual setting.

DAY 2:
Kihei - Optional early morning yoga class. Meet your bike. For the first day of cycling, we will ride from Kihei through upscale Wailea to Makena Beach to the Lava Flow and La Perouse Bay (Nature Area Reserve) and back. Afterwards, you will have time for surfing, ocean kayaking (sit on top style) or stand-up paddle-boarding, where you will have a good chance to see loggerhead turtles.  

Distance: 23 km, elevation gain 173 m.*

DAY 3:
Napili Beach - Start the day with yoga or a jog along a trail east of Wakapu Beach. Cycle south through Kihei reaching Lahaina for lunch. Stop and admire the banyon tree planted in 1873 whose branches extend over 200 feet from side to side. Lahaina is the oldest village on Maui and is filled with shops and galleries. Continue through Kanapali, and Hononowai to Napili Beach, stopping along the way where you please; there are pristine beaches all along this coast.
Distance: 58 km, elevation gain 270 m.*

DAY 4:
Pa'ai - Your circumnavigation of West Maui will continue, following the coastal road past Kapanou Point and Kahului Bay, past Spreckelsville Beach, where windsurfers and kitesurfers entertain. Arrive to Pa’ia, the hippest village on Maui, filled with surfers (Laird Hamilton and Francisco Goya live here, among others). You may also bump into pro cyclist Ryder Hesjedal who lives and trains here off-season. Paia is filled with great restaurants (Flatbread and Cafes des Amis are two of our favourites), coffee shops (Anthony’s is our ‘go to’ for java), yoga studios and surf stores and unique shops. There are no chain stores allowed here (yeah)!
Distance: 57 km, elevation gain 977 m.*

DAY 5:
Pa'ai- The road to Hana is an epic ride, and the scenery is spectacular the entire way. You’ll pass Hookipa, and Jaws,  world-class surf beaches;  turn around at Keanae (half-way)  or descend all the way to Hana. Should you wish to return by helicopter (add cost-$200pp) this would make for a spectacular return trip!
Distance: 71 km, elevation gain 1374m or 123 km, gain 2503m.*

DAY 6:

Pa'ai - Enjoy a ride up to the upcountry village of Makawao, where historic buildings, now filled with hip galleries and eclectic shops make for an ideal lunch stop and visit. Those wanting a real challenge can continue up to Haleakala Crater; it’s 10,000 ft and 38 mi from Paia to the top- it takes even strong riders several hours!  An alternate ride is to take a shuttle up to Kula (we arrange) and cycle from there along the Kula Highway as far as Nu’u Bay along a beautifully paved road with very little traffic. Back at your hotel, you may decide on a massage to reward your legs or swim at Baldwin Beach, reached easily on dedicated bike path from Paia.
Distance: 52 km, elevation gain 2660m or 115 km, gain 3069m.*

DAY 7:
Depart - Enjoy a morning yoga session and then depart at your leisure.

*Distance and elevation gains may vary depending on hotels chosen for specific departure.

  • What's Included
  • Weather
  • Ride Info
  • Map

Map of the Area


Ride Info

Maui Weather (Kahului)

What's Included in the Cost of Your Trip?

  • Services of one or more experienced Great Explorations guides and support vehicle
  • 6 nights lodging
  • All breakfasts, 2 lunches, and all dinners but 1
  • Yoga sessions offered daily, included
  • Surf board lessons, included
  • Outrigger canoeing, included
  • Stand-up paddleboarding, including
  • Massage, included
  • Detailed map and route instructions
  • All baggage transportation
  • All transportation from initial meeting point to final drop-off (see arrive/depart cities)

    Please note: Final itinerary is subject to revision; any changes made are done so in an attempt to provide the best possible trip given route conditions and available services. Due to the nature of our business and exchange rates, prices are subject to change. All prices quoted are U.S. dollars but we gladly accept payment in Canadian dollars also. Due to cancellations and waiting lists, trip availability fluctuates daily. If you have any questions or would like to confirm space on this trip before making your reservation, please contact us at or by telephone at 604.730.1247





Need more details?
Download a detailed itinerary of this trip, which includes a day-by-day breakdown, activity level descriptions and other helpful information.

To receive a copy of this trip's itinerary, simply fill out the following form and the itinerary will be emailed to you directly. (Fields marked with an * are required.)


Are you a travel agent?*


Call Me


Have you travelled with us before?*