Bicycling Old Mamalahoa HIghway Hawaii

Big Island of Hawaii Bike Tour

Classic Inn to Inn ✦ 7 days ✦ Leisurely ✦  From $5195
Award winning Hawaii cycling tours since 1996

Big Island of Hawaii Cycling

Escape to paradise on our Hawaii Island bike tour, a seven-day cycling adventure through the Big Island's most breathtaking landscapes. From the lush rainforests and volcanic craters of Volcanoes National Park to the sun-kissed beaches and historic towns of the Kona coast, this tour offers an unforgettable blend of natural beauty, cultural immersion, and exhilarating riding. You'll explore hidden gems, savor local delicacies, and experience the true spirit of Aloha as we pedal through paradise. Get ready for an island dream come true!

Imagine yourself cruising along the iconic Ironman course, with the turquoise waters of the Pacific shimmering beside you. Picture hiking through otherworldly lava landscapes in Volcanoes National Park, where the earth is still actively shaping the island. Envision yourself savoring fresh seafood and tropical cocktails as the sun dips below the horizon, painting the sky in vibrant hues. This is just a taste of what awaits you on our Hawaii Island bike tour.

We'll delve into the island's rich history, exploring ancient Hawaiian sites and charming plantation towns. You'll indulge in the local flavors, from Kona coffee to macadamia nuts, and experience the warmth and hospitality of the Hawaiian people. Each day brings new discoveries, new adventures, and new opportunities to connect with the magic of this incredible island. Whether you're a seasoned cyclist or just looking for an active and unforgettable vacation, our Hawaii on Two Wheels tour is the perfect way to experience the best of the Big Island. Join us and create memories that will last a lifetime.

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Big Island of Hawaii Bike Tour
rides: 25 to 40 mi
sleep: boutique inns
eat: seafood & Hawaiian cuisine

Join the Fun!
12 Oct 2025
8 Mar 2026
5 Apr 2026
11 Oct 2026

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overlooking Waipio Valley shoreline historic Puʻukoholā Heiau private dinner at Pahala Plantation House fiddle for tree fern in forest cyclists at entrance to Volcano National Park date mark on bridge along Old Mamalahoa Highway
 

Hawaii bicycle tour day by day details  

Day 1: Kona's Charm & Coastal Delights
  • Arrive in Kailua Kona and settle into your accommodations.
  • Explore the charming town of Kailua Kona at your leisure.
  • Enjoy a sunset dinner with local food and craft beer.
Our Island Dream begins in Kailua Kona, where we'll greet you at the airport. Settle in, relax by the pool, and soak up the island vibes. As the sun begins to dip below the horizon, we'll gather for an orientation and then head to a local café for a taste of Hawaiian "grinds" (food) and a selection of refreshing island microbrews.
 Relax: Free time until dinner
Eat: Dinner
Sleep: Royal Kona Resort
 
Day 2: Ironman Inspiration & Coastal Cruising
  • Explore the historic Pu'u Kohala and Lapakahi State Parks.
  • Cycle along the iconic Ironman course with breathtaking coastal views.
After a leisurely morning, we'll shuttle to Waikoloa Village for bike fittings. Then, it's time to channel your inner Ironman as we cycle along the famous Ironman course. We'll explore Pu'u Kohala National Park, a site of great historical significance, and visit the Lapakahi State Park, an ancient village. We'll continue past the Ironman turnaround point to admire the King Kamehameha statue and the stunning Pololu Valley before returning to the eclectic town of Hawi.
 Ride: 32 mi / 52 km, Land: flat
Eat: Breakfast, Lunch, Dinner
Sleep: Kohala Village Inn  
 
Day 3: Kohala Mountain Vistas & Waipio Valley Wonders
  • Enjoy scenic views along the Kohala Mountain Road.
  • Cycle down the historic Old Mamalahoa Highway.
  • Visit the breathtaking Waipio Valley overlook.
This morning, we'll drive along the scenic Kohala Mountain Road, taking in its panoramic vistas. While cycling is unfortunately prohibited on this stretch, the drive itself is a treat. We'll hop on our bikes in trendy Waimea and enjoy a winding descent along the historic Old Mamalahoa Highway. This road, once a Hawaiian footpath, offers a glimpse into the island's past. We'll visit the Waipio Valley overlook, a place said to be where the Polynesians first settled. Tonight, we'll enjoy a private chef-prepared dinner at our charming B&B, a 1930s-era home.
 Ride: 25 mi / 41 km, Land: downhill & flat
Eat: Breakfast, Lunch, Dinner
Sleep: Waipio Wayside B&B   
 
Day 4: Hamakua Coast History & Hilo's Delights
  • Cycle along the scenic Hamakua Coast.
  • Stop for a refreshing smoothie at What's Shakin'.
  • Explore the historic town of Hilo at your leisure.
Today, we'll cycle towards Hilo, the Big Island's largest town, along the Hamakua Coast. This area, once a thriving sugar cane region, is now a landscape of charming villages, lush forests, and rolling fields. We'll follow the Old Mamalahoa Highway, meandering along the volcanic contours of the island. Don't miss a smoothie at the famed What's Shakin' along Onomea Bay Road! The afternoon and evening are yours to explore Hilo's historic downtown and its delightful cafes.
 Ride: 26 mi / 42 km, Land: flat and small hills
Eat: Breakfast, Lunch
Sleep: Hilo Hawaiian Hotel  
 
Day 5: Volcanic Wonders & Rainforest Adventures
  • Explore the fascinating Kaumana Caves.
  • Hike through Volcanoes National Park and witness volcanic landscapes.
  • Discover the unique Nahuku lava tube.
Today, we'll explore the power of volcanoes! We'll begin at Kaumana Caves, walking through massive lava tubes. Then, it's off to Volcanoes National Park for a scenic picnic and a three-mile hike along the Halema'uma'u Trail. We'll descend into the caldera, shaped by recent eruptions, and witness stunning lava flow views. We'll also explore the surreal lava landscapes of Mauna Ulu, trek through a lush rainforest to the Nahuku lava tube, and finish the day at our historic lodge in Volcano Village.
 Walk: 5 mi, Land: hilly
Eat: Breakfast, Lunch, Dinner
Sleep: Kilauea Lodge
 
Day 6: Downhill Thrills & Turtle Time
  • Enjoy a thrilling downhill bike ride.
  • Visit the black sand beach at Punalu'u and see sea turtles.
  • Explore the southernmost towns in the US and the historic Monkey Pod tree.
Get ready for an exhilarating downhill ride! After breakfast, we'll descend from the volcano's heights to sea level. We'll cycle through the stark landscapes of the Ka'u Desert, past macadamia groves, and down to the black sand beach at Punalu'u, a favorite spot for sea turtles. From there, we'll climb slightly to the southernmost towns in the US: Na'alehu, home of the infamous Punalu'u Bakery, and Wai'ohinu, with its 150-year-old Monkey Pod tree planted by Mark Twain. From Wai'ohinu, we'll shuttle back to Kailua Kona for our last night and a farewell dinner at the historic Kona Inn.
 Ride: 40 mi / 65 km, Land: downhill, one small climb
Eat: Breakfast, Lunch, Dinner
Sleep: Royal Kona Resort
 
Day 7: Farewell, Hawaii!
  • Enjoy a final breakfast overlooking the Pacific.
All good things must come to an end. We'll provide shuttles to Kailua Kona Airport, leaving you with incredible memories of your Hawaiian cycling adventure. A hui hou kakou (until we meet again)!
 Travel: Shuttle to airport
Eat: Breakfast
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Handpicked Inns for a Great Sleep


  • photo of Royal Kona Resort

    Royal Kona Resort

    Situated along Kailua Kona's picturesque coastline, this resort offers comfortable rooms with ocean views, a refreshing pool, and easy access to local shops and restaurants.

  • photo of Kohala Village Inn

    Kohala Village Inn

    Located in the historic town of Hawi, this inn provides cozy accommodations, a welcoming atmosphere, and proximity to local art galleries and eateries.

  • photo of Kilauea Lodge

    Kilauea Lodge

    Nestled near Hawaii Volcanoes National Park, this historic lodge offers rustic rooms, lush gardens, and a chance to experience the island's volcanic landscape up close.

  • photo of Waipio Wayside Bed & Breakfast

    Waipio Wayside Bed & Breakfast

    Step back in time at this historic 1932 sugar plantation home, offering five charming guest rooms, organic breakfasts, and a serene gazebo with ocean views near the sacred Waipio Valley.

  • photo of Hilo Hawaiian Hotel

    Hilo Hawaiian Hotel

    Overlooking Hilo Bay, this hotel features spacious rooms with breathtaking views, an on-site restaurant and lounge, and easy access to Hilo’s farmers market and natural wonders.

Whatcha gonna get

Exceptional Stays & Comfort
  • Charming boutique lodges, inns & resorts
Delicious Local Flavors
  • Flavorful dinners with local specialties
  • Hearty breakfasts, café-style lunches
Adventure & Exploration
  • Free use of top-quality bicycles
  • Expert guides with insider knowledge
  • Detailed route maps & easy-to-follow instructions
Hassle-Free Support
  • Support van for luggage & easy lifts
  • Hassle-free airport pickup & drop-off
  • Daily baggage transfers between hotels

Getting there

The Big Island of Hawaii Bike Tour meets and ends at Ellison Onizuka Kona International Airport in Keahole, Hawaii. Guides will meet arriving flights, between 9:00 and 15:00

Guests should plan their flights to arrive in Kona before 15:00 (3 pm) on Day 1 of the tour and their departing flights after 10:00 (10 am) on Day 8.

Ellison Onizuka Kona Airport code: KOA     Local Time: GMT-10

  Travel Tip:   Sometimes better fares can be found to Honolulu, with a separate inter-island flight to KOA. But do leave sufficient time between flights (3 hours suggested).

 

Documents Please

If you're traveling from outside the U.S., make sure your passport is up to date! U.S. citizens don't need one for domestic travel, but international guests should check visa requirements before booking flights.

Good Gear

Pedalers provides Specilaized Cirrus, a flatbar sport road bike. The bikes are equipped with beefier tires to handle all roads, disc brakes, flat handlebars for more upright posture to enjoy the landscapes and a wide range of gearing for the rolling terrain.

As a safe health measure, guests are asked to bring their own helmets and waterbottles for cycling.


Tastes of Hawai'i

Dining on our Hawaii trips is one of contrasts, but always delicious. We visit a number of different eateries during our tour, some small little local style "drive-ins" (Hawaiian style cafes not actual drive ins), some bigger restaurants featuring local Hawaiian style cuisine and seafood fresh from the waters.


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