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8 Days Hawaii Big Island Dreams Cycling Holiday in the USA
This listing has no upcoming availability. Check out these similar experiences

This listing has no upcoming availability. Check out these similar experiences

(No availability) 8 Days Hawaii Big Island Dreams Cycling Holiday in the USA

Kailua, Hawaii, USA

Island Cycling Holiday USA

A visit to Hawaii has been at the top of most everyone's to-do list. Imagine deep blue waters, lush green tropical forests, bright orange lava erupting from the ground, colorful sunrises over jagged peaks, and fresh pink Ahi Tuna laid out on crisp salad greens. Pedalers brings this paradise to you from the seat of a bicycle, rolling through the quiet countryside of the island of Hawaii, aka the Big Island. You will explore beyond the tourist spots, pedaling scenic back roads, hitting the drive-in for ono grinds, and share stories on the lanai of small Hawaiian-style hotels.

Key information

  • Trip type: guided
  • Lodging: Point to point
  • Terrain: hilly and paved
  • Difficulty level: Moderate (cyclist needs to have a good level of fitness, the terrain is mostly hilly or unpaved but they will ride on flat terrain sometimes, 31-45 miles per day)
  • Total distance: 228 miles / 367 kilometers
  • Bike type: Road bike


  • Biking along the Pacific coast
  • Visit the famed Volcanoes National Park
  • Meet sea turtles in Punalu'u Black Sand Beach
  • Pedal along coffee country and macadamia plantations
  • Downhill cycling in the Kohala Mountain Road
  • Luggage transfers and airport transfers
  • Services of a friendly local guide
  • 7 nights accommodation

Skill level

  • Intermediate


6 days with instruction
Airport transfer included: Kona International Airport at Keāhole
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During this cycling holiday, you will stay in three or four-star boutique inns and resorts. You may also avail a single supplement room. Pedalers rely on a carefully-vetted network of beautiful, full-service accommodations to round out every tour. Pedalers Pub & Grille chooses local, independently-owned establishments in prime locations, steering away from forgettable franchises and over-the-top luxury resorts.

The overnight stays strike a rare balance between cultural authenticity and modern luxury. Whether you stop near the ruins of an ancient city or in a tranquil Buddhist paradise, you can still expect en-suite bathrooms, hot showers, friendly and helpful staff, and unforgettable food. Most of the accommodations have Wi-Fi.

Relax in Kailua Kona on night one.

Settle in Pahala on night two.

Unwind in Volcano village on night three.

Doze off in Hilo on night four.

Get comfortable in Honokaa on night five.

Make Hawi your home on night six.

Have a well-earned rest on Hapuna Beach on night seven.


Starting from Hawaii's renowned Kona coffee countryside, you will roll past coffee farms and macadamia plantations perhaps stopping to sample a bit. You will explore Punalu'u Black Sand Beach with its resident honu or sea turtles. Then, you will head into the clouds, visiting Volcanoes National Park where you may witness the lava flows that keep expanding the size of the island.

A final long, 30-mile downhill run will take you to the quiet and big town of Hilo on the Big Island's lush northern shores. The tropical forests and diminutive plantation towns of the Hamakua Coast highlight the next rides. You will ride the lush Onomea Bay Road and the dramatic high Kohala Mountain Road. You will pedal across the Parker Ranch, home to the paniolo, the Hawaiian cowboys.

At night, you will settle down in small historic hotels with their inviting lanais and traditional tin roofs. The route will finishes by following most of the famed Ironman cycling course back to Kailua Kona. Know Hawaii by heart, its warmth, charm, and scenic wonders.


Day 1: Arrive in Kailua Kona, explore the old town, and watch the sunset from Humpies while enjoying local food and microbrews

Your island dream will begin in Kailua Kona as you meet the team from your inbound flights. As you will have no activities planned, the day will be yours to explore the town or relax by the poolside after the long flight. You will gather for the orientation, then enjoy sunset and dinner at a nearby cafe that features local grinds, or food, and a big assortment of island craft beers. Dinner will be provided.

Day 2: Discover Kona coffee, cycle through the plantations, enjoy a tasting, and descend through macadamia plantations to Pahala (59 miles / 95 kilometers)

Rather than cycling through the morning rush, you will shuttle up to coffee country to start the ride on day two. The rolling ride will take you past numerous coffee farms, quaint country towns, and vast lava fields en-route to the southern-most city in the USA, Waiohinu.

You will continue along the coast to the plantation town of Pahala with its vast macadamia orchards where you will settle down in some historic plantation houses. You will encounter a hilly terrain on day two. Breakfast, lunch, and dinner will be provided.

Day 3: Look for sea turtles at Punalu'u Black Sand Beach then ride to Volcanoes National Park (25 miles / 40 kilometers)

Day three will be a short ride, taking you up to Volcanoes National Park. It will be a continuous climb but only by a couple of percent grade so it will be easily done by even beginner cyclists. Before you start up, you will take a warm-up side trip to the Punalu'u Black Sand Beach where you may encounter honu or sea turtles.

Upon reaching Volcano village, you will have the afternoon free to explore, perhaps a wine tasting at a Volcano winery or a spin into the national park. If conditions are good, you will have an early dinner and then hike out to see the fresh flowing lava at sunset. It will be a long and slow climb on day three. Breakfast, lunch, and dinner will be provided.

Day 4: Cycle the rim road around Kilauea Crater then relax with a 30-mile downhill ride in the coast of the historic Hilo town (30 miles / 48 kilometers)

Another leisurely day will be in store for you. After breakfast, you will explore the Crater Loop Road inside the park, enjoy lunch at Lava Rock Café, and reward yourself with a 30-mile downhill run to Hilo. You will visit an orchid farm en-route and then upon arrival in the historic Hilo, you can balance the day as you will be free to do as you please. You will cycle downhill on day four. Breakfast and lunch will be provided.

Day 5: One of Hawaii's most scenic rides, the Hamakua Coast, thick rainforests, tropical gardens, and the sea always to your right (43 miles / 69 kilometers)

Hawaii's scenic Hamakua Coast will highlight the day's ride. The region, which was heavily dependent on agriculture, still reflects traditional Hawaii. Small communities line the winding road with the wooden-walled tin-roofed houses. You will pedal down diminutive side roads through lush tropical forests, enjoy Hawaii's best smoothies, and take in the sweeping vistas of blue Pacific waters. At night, you will head down in Honokaa, another old plantation town. You will encounter a hilly terrain on day five. Breakfast, lunch, and dinner will be provided.

Day 6: Visit Waipio Valley, landing site for the ancient Polynesian migration, and settle down in the cowboy town of Waimea (40 miles / 64 kilometers)

Cattle and cactus sights not expected in Hawaii will be the highlight your ride on day six. You will bike across Parker Ranch, the largest privately held ranch in the US. After lunch, in the paniolo, or Hawaiian cowboy, town of Waimea, you will cycle along the Kohala Mountain Road, a quiet road that hugs the shoulder of the Kohala Mountains. It offers dramatic vistas of the Big Island's southern shores. You will relax in the old sugar cane town of Hawi at night. There will be two moderate climbs on day six, then downhill. Breakfast, lunch, and dinner will be provided.

Day 7: Bike the Kohala Mountain Road to Hawi, then challenge the Ironman course to Kawaihae and the sacred Pu'ukohala Heiau (32 miles / 51 kilometers)

The last day of riding will take you along the Kohala Coast, pedaling through the dry landscapes that mark the southern side of the island. The historic sites of Pu'ukohola Heiau National Historic Site and Lapakahi Historical Park will provide some diversions from the pedaling before you reach Hapuna Beach the end of your riding. You will end the tour at one of Kailua's best seaside restaurants. You will be cycling in a flat terrain on day seven. Breakfast, lunch, and dinner will be provided.

Day 8: Bid the islands aloha then go en-route 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. Breakfast will be provided.

Skill level


  • can cycle for 3-4 hours
  • average riding experience
  • little assistance required
  • comfortable with extreme curves and leans
  • average experience with unsurfaced roads
  • steep ascents and descents

Included excursions

  • Side trip to Punalu'u Black Sand Beach
  • Visit Pu'ukohola Heiau National Historic Site and Lapakahi Historical Park


This cycling holiday will take place in Kailua Kona, Waiohinu, Pahala, Punalu'u Beach, Volcanoes National Park, Kilauea, Hilo, Hamakua Coast, Parker Ranch, Waipio Valley, Hamakua District, Waimea, Kohala Mountain Road, Kohala Coast, and Hapuna Beach in the state of Hawaii, USA.


During this cycling holiday, you will be provided with all meals daily, from dinner on the first day to breakfast on the last. Dinner will also be at your own expense on night four. Breakfasts will be at the hotel, usually Western and local options and lunches will be at small family run cafes along the route. After a day’s ride, there are only a few things more gratifying than an evening of food, drinks, and great conversation.

After all, a meal is not just for fueling up, it is a way to immerse yourself in the everyday delights of other cultures. Do not expect vouchers for the hotel dining room on a Pedalers tour. When dinner time rolls around, the guides will lead the way to local restaurants for an evening of true culinary adventure. Gathered around a table with the rest of your tour group, you will feast every night on the best regional dishes in town.

The following meals are included:

  • Breakfast
  • Lunch
  • Dinner

The following dietary requirement(s) are served and/or catered for:

  • Regular (typically includes meat and fish)
If you have special dietary requirements it's a good idea to communicate it to the organiser when making a reservation

Things to do (optional)

  • Explore Kailua Kona
  • Go wine tasting at a Volcano winery
  • Relax by the poolside of your hotel in Kailua Kona
  • Watch fresh flowing lava at Volcanoes National Park

What's included

  • 7 nights accommodation
  • Services of gregarious and knowledgeable local guides and drivers
  • Daily breakfast, lunch, and dinner
  • Air-conditioned, newer model support vans
  • Scenic routes, mostly along quiet secondary roads
  • Complimentary rental bike to use during the tour
  • Tour preparation information available online
  • Transfers from and to Kona International Airport (KOA)
  • An awesome ride that you will not forget

What's not included

  • Airfare to the tour destination (though Pedalers Pub & Grille can help you)
  • Visas to the countries your tour visits
  • A rigid timetable during the rides
  • Laundry, phone calls, or internet fees

How to get there

Recommended Airports

Airport: Kona International Airport at Keāhole Airport transfer included: Kona International Airport at Keāhole No additional charges. You can request this in the next step.

Cancellation Policy

  • A reservation requires a deposit of 25% of the total price.
  • The deposit is non-refundable, if the booking is cancelled.
  • The rest of the payment should be paid 30 days before arrival.
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