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Cycle entirely around the Big Island ✦ Go out for broke da mouth grinds ✦ Explore the active volcano at Kilauea ✦ Bike through Kona coffee country ✦ Talk story on the lanai of historic plantation inns
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Big Island of Hawaii Bicycle Tour

Classic Inn to Inn  ✦ 
8 days  ✦  Moderate
An innovator, Hawaii cycling tours since 1996

Big Island of Hawaii Cycling

Truly experience Aloha on an 8 day Hawaii bike tour through the Big Island's wonders, away from resort chains and tourist traps, as you cycle the lush landscapes of tropical forests and beautiful beaches and dine on delicious local cuisine!.

Our Hawaii Cycling Tour takes you past captivating coffee plantations, sweeping lava fields, and vast macadamia orchards. As you circle the coast, you will stop at the Punalu’u Beach, where you can get close to the wild sea turtles, symbols of good luck, that bask on the black sands, and the Volcano National Park, where you can take a hike to see fresh flowing lava at sunset. After a leisurely downhill coast into historic Hilo, the route rolls into the traditional Hamakua Coast region, which highlights the most scenic aspects of Hawaii’s small communities, flourishing forests, and astounding blue waters. The trip’s grand finale follows the breath-taking Kohala Mountain Road to the Ironman route, curling around the coast to the sacred Pu’ukohala Heiau and Lapakhi Historic Park.

Along the route, you will get to stay in historic plantation houses, now converted into boutique accommodations, and dine on 'onolicious grinds' (Hawaiian slang for 'delicious local food'), including freshly caught seafood from the surrounding ocean and locally grown produce.

Recognized as one of the best new tours in 1996 by Outside Magazine (we've been leading cycling tours in Hawaii for quite a few years 😃)

Privately Guided

Classic Inn to Inn: from $4850
Tour is available year round, July, August, Christmas & New Years are crowded.

Plan Private Trip

Scheduled Small Groups

Classic Inn to Inn: $4750
2023: 10 Apr ✧ 11 Sep ✧ 2 Oct
2024: 11 Mar ✧ 8 Apr ✧ 9 Sep ✧ 7 Oct

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Spirit carving at ocean's edge
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Your Itinerary          

1: Arrive Kailua Kona, explore the old town, watch sunset from Humpies while enjoying local grinds (food) and local microbrews.
Our Island Dream begins in Kailua Kona, as we meet your inbound flights. As we have no activities planned, the day is yours to explore town or relax poolside after the long flight. We'll gather for orientation, then enjoy sunset and dinner at a nearby cafe that features local grinds (food) and big assortment of island craft beers.
Meals: D

2: Discover Kona coffee, cycle through the plantations, enjoy a tasting, then descend through macadamia plantations to Pahala.
Rather than cycling through the morning rush, we will shuttle up to coffee country to start our ride today. Our rolling ride takes us past numerous coffee farms, quaint country towns and vast lava fields, en route to the southern most city in the USA of Waiohinu. We continue along the coast to the plantation town of Pahala with its vast Macadamia orchards, where we bed down in some historic plantation houses.
Cycling: 59 mi, Terrain: hilly, Meals: B L D

3: Look for sea turtles at Punalu'u Black Sand Beach, then ride to Volcanoes National Park.
Today is a short ride taking us up to Volcano National Park. It is a continuous climb, but only a couple of percent grade so easily done by even beginner cyclists. Before we start up, we will take a warm up side trip to the Punalu'u Black Sand Beach, where we may encounter Honu or sea turtles. Upon reaching Volcano Village, you have the afternoon free to explore, perhaps a wine tasting at Volcano Winery or a spin into the National Park. If conditions are good, we will have an early dinner and then hike out to see the fresh flowing lava at sunset. 25 mi
Cycling: 25 mi, Terrain: long slow climb, Meals: B L D

4: Cycle the rim road around Kilauea Crater, then relax with a 30 mile downhill coast the historic Hilo town.
Another leisurely day is in store. After breakfast we will explore the Crater Loop Road inside the park, enjoy lunch at Lava Rock Cafe and reward ourselves with a 30 mile downhill run to Hilo. Visit to an orchid farm en route and then upon arrival in historic Hilo you have the balance of the day free to do as you please.
Cycling: 30 mi, Terrain: downhill, Meals: B L

5: One of Hawaii's most scenic rides, the Hamakua Coast, thick rainforests, tropical gardens and the sea always to your right.
Hawaii's scenic Hamakua Coast highlights today's ride. This region which was heavily dependent of agriculture, still reflects traditional Hawaii. Small communities line the winding road, with the wooden walled, tin roofed houses. We pedal down diminutive side roads through lush tropical forests, enjoy Hawaii's best smoothies and take in the sweeping vistas of blue Pacific waters. Tonight we bed down in Honoka'a, another old plantation town.
Cycling: 43 mi, Terrain: hilly, Meals: B L D

6: Visit Waipio Valley, landing site for the ancient Polynesian migration, bed down in the cowboy town of Waimea.
After breakfast we enjoy an out'n back ride to Waipio Valley, where the Polynesians first landed, with its black sand beach and towering valley sides. A quick bite at Tex's Drive Inn, famous for its malasadas, the up along the original Queen Mamalahoa Highway to the paniola town of Waimea, home the the US's largest privately owned ranch. Dinner finds us at the local microbrewery for some island favorites.
Cycling: 33 mi, Terrain: two moderate climbs, then downhill, Meals: B L D

7: Bike the Kohala Mountain Road to Hawi, then challenge the Ironman course to Kawaihae and the sacred Pu'ukohala Heiau.
Our last day of riding takes us along the Kohala Mountain Road with its dramatic views, then down to diminutive Hawi. Picking up the Ironman route, we roll along the coast, with the historic sites of Pu'ukohola Heiau National Historic Site and Lapakahi Historical Park, provide some diversions from our pedaling, before reaching Hapuna Beach the end of our riding. We end our tour at one of Kailua's best seaside restaurants.
Cycling: 40 mi, Terrain: flat, Meals: B L D

8: Bid the islands aloha, enroute to your next adventure.
Sadly, all things must end and we must say goodbye to Hawaii. Shuttles to Kailua Kona Airport will be provided. a hui hou kakou
Meals: B

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Take a peek!

Painted Church outside Kona
Flowering anthuriums in hotel garden
cycling through Honomu town
Waipio Valley
Cycling the Onemea Bay Road

What's Provided

  • Expert local guides
  • Handpicked lodges, ensuite rooms, double occupancy
  • Daily breakfast, lunch, snacks*
  • Dinners featuring fine local cuisine*
  • Unlimited drinking water
  • Support van for baggage and lifts
  • Free use of bicycles
  • Airport pick up & drop off
  • Entrance and activity fees

*as noted in itinerary


Pedalers provides Specialized Tarmac, a lightweight, sport road bike. A limited number of Giant eBikes are available, but must be reserved far in advance.

As a safe health measure, guests are asked to bring their own helmets and waterbottles for cycling. If necessary these can be purchased in Hawaii.

Where You Sleep

Classic Inn to Inn

Royal Kona Resort - Kailua
Pahala Plantation - Pahala
Kilauea Lodge - Volcano Village
Hilo Hawaiian Hotel - Hilo
Waipio Wayside B&B - Honokaa
Waimea Country Lodge - Waimea

Travel Essentials

Tour meets in Kailua Kona, Hawaii (KOA), fly in before 3 pm on Day 1.

Tour ends in Kailua Kona, Hawaii (KOA), fly out after 10 am on Day 8.

Passports & Visas maybe required depending on citizenship.

Ready ... Set ... GO!        

Privately Guided

You, your family & friends, your preferred date

Classic Inn to Inn: from $4850
Tour is available year round, July, August, Christmas & New Years are crowded.

Plan Private Trip

Scheduled Small Groups

Join a group of like minded travelers (8 guests max).

Classic Inn to Inn: $4750 per person, double occupancy
Single Room: +$1025      Deposit: $500
2023: 10 Apr ✧ 11 Sep ✧ 2 Oct
2024: 11 Mar ✧ 8 Apr ✧ 9 Sep ✧ 7 Oct

Sign Up Today
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