Big Island Extreme Cycling Tour

Big Island climbing tourFeel the burn! Experience 5 days of wonderful Hell on the best climbing tour the big island has to offer. A true challenge for the cycling enthusiast.

250 miles – 25,000 feet of climbing

With 5 volcanoes, the Big Island of Hawaii has a lot of climbing to offer cyclists who love to go up! Challenge yourself with the best climbing the Big Island has to offer on the second toughest cycling tour we offer. With its exhilarating and challenging climbs, Hawaii truly is a climber’s paradise.

The Big Island is one of the most diverse places in the world to ride your bike. With a Southern Pacific climate and warm temperatures year around, the Big Island of Hawaii is the perfect place to vacation for the cycling enthusiast.

Challenge yourself on this 7 day – 6 night, 250-mile cycling tour.

Relax after your rides in luxury accommodations and experience local culinary delicacies, learn about the history, culture, and traditions. The Big Island – the best place to ride amongst cycling destinations.

At Velissimo – Cycling Destinations, we do our utmost to provide you with the best Deluxe Cycling Vacations. Well-prepared routes, highest standards, deluxe accommodations, local dining experiences, and our all- inclusive service will make your cycling vacation with us special.

Day one
This is your day of arrival, you’ll be greeted by our staff at the Kona International Airport and transferred to your hotel, followed by a short briefing for the next day. The afternoon / evening is open for a leisurely stroll to downtown Kailua.

Day two
Let the adventure begin! On the first day of riding we’re heading south through the Kona Coffee Belt at a cooler elevation. Along the way we’ll pass Captain Cook and Honaunau, the agriculture heart of the west coast. At the half way point we stop at Kealakekua Bay, where Captain Cook landed in 1779. Going back heading north we ascend from sea level to 1500’ before we ride back down to our hotel.

Day three
Another challenge waits for you today. After a short shuttle to our starting point, we gently climb
to 600’ elevation, we’ll stop for a short break to reload our fluids and start our 13-mile ascent to the top of the Kohala Mountain Range at 3509 feet. A rewarding 16-mile winding and fast downhill ride to the finish will end the ride. Short shuttle back to the hotel.

Day four
Today’s ride will test your endurance and climbing abilities. We’ll start at sea level and climb to the famous top of Kaloko Dr . A continuous 13-14%+ grade will make this ride a real challenge.
There will be time in the afternoon to explore nearby markets and the village of Kailua.

Day five
We’re leaving Kona and drive to the Pahoa area in the early morning. This day is designed to recover from the last couple of days. Smooth rolling hills along the ocean and only a little bit of climbing get you ready for the next grueling day. Stroll along downtown Hilo’s Waterfront or relax in the afternoon at the pool-side of you hotel.

Day six
This is the absolute highlight of your Big Island Extreme Tour. 34 miles, 9300 feet of vertical. After a short warm-up we’ll start climbing toward our finish line at 9200’, the Mauna Kea Visitors Center. You’ll be impressed by the landscape changes along the way. Shuttle back to Kona.

Day Seven
At the farewell breakfast you can reminisce about the past week and say, “Aloha” to all of the friends you’ve made during your tour. Then you are free to relax and prepare for your departure. We’ll take you to the airport and send you on your way to your next destination.


  • Deluxe accommodations
  • Performance carbon fiber bike
  • Experienced tour guides
  • 6 Breakfasts, snacks for lunch, energy nutrition, and drinks
  • 4 Dinners
  • Full support vehicle with luggage transport following the ride
  • Transfers from and to airport
  • Gratuities for hotel services, porters, and baggage

Not included:

  • Airfare
  • Lodging before or after the trip
  • Travel Insurance
  • Gratuities for your guides
  • Personal expenses such as laundry, telecommunications, mini bar, spa treatments, wine and other alcoholic beverages

Trip length: 7 days/6 nights
Level of Activity: Advanced
Accomplished: 250mi/402km
Elevation gain: 25,000ft/7,620m