Tour de Paradise

Ever dreamed of cycling around Hawaii?

Tour de Paradise cycling tourDream no more!

The Tour de Paradise puts you on the seat of a bike around the Big Island of Hawaii. Upon your arrival, you will begin an awesome 8 day/ 7 night, fully supported bicycle tour designed for the cycling enthusiast. Dare to compare. The Tour de Paradise is the premier Big Island tour!

On this extraordinary adventure, you will circle the Big Island, explore waterfalls, active and inactive volcanoes, black sand beaches, and lush tropical rainforests. Hawaii is famous for it’s amazing variety of climates and ecosystems. The vegetation and ocean vistas change within a few miles, or even within a few hundred feet of elevation. Join other fellow adventurous cyclists for an unforgettable cycling vacation.

3 reasons your Tour de Paradise around Hawaii will be unforgettable

Reason one: As the Big Island based tour provider, we are owned and operated by a staff of local cycling enthusiasts and athletes. Our passion for cycling and Hawaii is felt by everyone who embarks one of our around the island adventures.

Reason two: Logistically, Hawaii is not and easy place to cycle. We offer you the “Worry-Free” around the island cycling experience. Our high standards, well-designed routes, and all-inclusive service will ensure your bike tour around Hawaii is a safe and unforgettable adventure of a lifetime

Reason three: The Tour de Paradise explores the entire Big Island of Hawaii. You’ll absorb more of the Hawaii experience in this 8 day/7 night, fully supported bicycle tour than possible any other way with only one week.

What you receive…

  • Fully Planned Routes with Accommodations and Dining
    Spend your time enjoying the island and your cycling adventure, rather than worrying about where you’re going and how to fuel it.
  • Knowledgeable Staff
    We live and ride here year round. We know the history of the area. Ask us questions about your surroundings and terrain specifics, and get answers.
  • Experienced Tour Guides
    Operated by avid local cyclists who ride this island daily.
  • Full Support Vehicle Following You
    In case anything unexpected arises, you’ll have the peace of mind knowing that our support vehicle(s) will be there to take care of your needs.
  • Pick-up and Drop-off
    Your transportation is covered. We’ll come and pick you up you at the airport and take you back when you’re finished with the tour.
  • Equipment and Accommodations
    Quality equipment, personalized service, deluxe accommodations, and every detail along the way are handled by us. You ride, eat, relax, and enjoy Hawaii!

What Can you Expect from the Tour de Paradise?

The Big Island is one of the most ecologically diverse places in the world. We have 4 out of the 5 major climate zones, 8 out of 13 of the sub-climate zones, 350 sunny days a year, and over 500 miles of smooth paved roads. It’s a year-round cycling paradise.

Our Tour de Paradise ventures through lush tropical rain forests, along lava-covered landscapes, over dramatic mountain passes, and through Hawaii’s active Volcanoes National Park. You’re going to experience beauty that will blow your mind, and there’s no better way to absorb it all than from the seat of a bike.

What sets Velissimo apart from other the online “Around Hawaii” cycling tour companies?

There’s a lot of confusion surrounding what you actually get when you book an around the island cycling tour online. With so much competition, fine print, and phoney photos in this industry, we’d like to give you 6 criteria you absolutely want to be aware of when, or before you book an around Hawaii cycling tour:

  1. Are they locally owned and operated?
    We are.
  2. Are they only providing you with cue sheets?
    We don’t just hand you a cue sheet or map and tell you where or when to meet us. Our guides and support vehicle are always near, guaranteeing the enhancement of your experience, comfort, safety, and support.
  3. Is their vehicle support close by?
    We’ll be right behind you to set your mind at ease.
  4. Are you being shuttled around or riding?
    We give you the chance to ride! We wont force you to shuttle if you don’t meet a deadline on your cue sheet. That’s what the competitors do. We want you to experience the island from the saddle of a bike, not the back seat of a van bouncing around to and from hotels.
  5. Attention to detail
    Small groups, personal service, well-thought out tours. That’s how we operate!
  6. Personal tours
    We don’t just collect your money, hand you a map and pick you up at the end of the day. Our staff is always there to guide and inform you, and above all, enhance your experience. Personalized service is included the tour. At Velissimo, there is no charge for excellent service.

Click on the blue bar below for a more detailed itinerary. A minimum of 4 participants are required for the tour to go. Contact Us for custom pricing for smaller groups.


Day of Arrival
A Velissimo representative will meet and greet you at the airport. It’s just a short transfer to your hotel. In the afternoon there will be a welcome meeting where you will meet with your tour guide for an informative discussion on safety, the tour schedule, and routes for the following day.


Day 1
Your first day of riding will be approximately 60 miles. You begin your ride along the Big Island’s Gold Coast, which is the first half of the Ironman bike course. We will make stops at historic sites and tropical valleys along our way.


Day 2
A challenge worthwhile ! Ride into the Kohala Mountains and across part of the famous Parker Ranch, one of the largest privately owned cattle ranches in the USA. Your reward? Stunning oceans views as you drop into the green headlands of tropical valleys on the windward side. Approximately 40 miles.


Day 3
Continue along the green Hamakua Coast, descending the scenic route toward Hilo, the capitol city on the island. Lush tropical land sites and waterfalls in giant river gulches will make this day special. Approximately 42 miles.


Day 4 mapDay 4
Another highlight of the Tour de Paradise is today’s ride through the Puna district. Old Hawaii at its best. We’ll start our ride in Pahoa, descending to the Kalapana area, witnessing old Lava flows reaching from the mountains into the ocean, we’ll follow the “Red Road” along the ocean in to the Kapoho area through a tropical rainforest back to Pahoa. Approx. 35 miles


Tour de Paradise Day 5Day 5
Gain elevation gradually over 30 miles to be rewarded by exploring terrain on the most active volcano in the world. See the Kilauea Caldera and lounge in front of a large fireplace where Mark Twain watched an eruption in the last century.

Day 6
Rest on a forty-five hundred foot descent back to sea level. Restore your energy at the beautiful Punalu’u Black Sand Beach, home of the Hawkbill turtles. Heading north, we will see the southern-most point of the USA. It’s a short 60 min shuttle back to our hotel in Kailua-Kona. Approximately 52 miles


Day 7
Farewell and Aloha. Enjoy a final breakfast before saying “goodbye” to the Big Island. We’ll take you to the airport and send you on your way to your next destination.


Tour de Paradise Tour Includes:

  • 7 nights accommodations
  • Performance bike
  • Experienced tour guides
  • 7 Breakfasts, snacks for lunch, energy nutrition, and drinks
  • 5 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

Guaranteed Departure:

We offer a “Guaranteed Departure” option for an additional $500.00 if the required minimum participation isn’t reached. Of course we are able to make all of our tours “Private”, your dates, your routes, hotels, etc. Please call a Velissimo Tour Specialist for a quote. View tour dates here.