Discovering Hidden Hawaii

Projected: February 9-16, 2020 • 8 Days • Approx $3400-$3800

Make plans for a wintertime getaway and join us as we “hang loose” under the tropical sun of Hawaii!

Traveler Rewards Program: New Travelers receive a $200 discount on the Discovering Hidden Hawaii tour! Returning travelers receive our Alumni Traveler Discount of 5-10% off the main tour price. Terms, exclusions and conditions apply. Check out our Traveler Rewards page for more details.

Optional Oahu Extension

Projected: February 16-19, 2020 • 4 Days • Price TBA

Walks and activities may include a walk in Diamond Head, a famous Oahu landmark; a day in Honolulu with a wonderfully routed walk that includes historic points of interest such as the State Capitol, Kawaiahao Church, China Town, and Iolani Palace; an additional new nature walk to be planned onsite; and a stop in Waikiki, with an excursion to the U.S.S. Arizona Memorial at Pearl Harbor. More details will be available!

Now accepting Early Bird deposits on this 2020 tour! If 25 Early Birds are received for this departure, we’ll add it to our official 2020 Schedule. An Early Bird is a $50 deposit that holds your spot during the planning stages of a trip, when we don’t have a set itinerary or dates. Early Birds are always refundable!

Most travelers are attracted to the sun-drenched beaches of Waikiki and Maui, soaking in the alluring tropical climate of “the Islands.” Our Adventure in Hawaii, on the other hand, offers an intriguing search for Old Hawaii with a series of walks and sightseeing excursions that tantalize the senses with the true spirit of the Islands. Come see the real Hawaii never featured on 7-day/6-night travel specials!

We’ll be visiting some of our favorite island haunts, including:

  • Valley of the Kings – some of the wildest, most exotic trails in the Islands are here in the remote Waipio Valley.
  • Volcanoes National Park – it’s hard to describe the feeling of walking across the floor of Kilauea Iki Crater with steam from an active volcano venting around your feet!
  • Hilo Highlights – including the Liliuokalani Gardens, Farmer’s Market, Tsunami Museum, Rainbow Falls, and nearby Hawaii Tropical Botanical Gardens.
  • Maui – join us for a stroll through the lovely resort of Ka’anapali and historic Lahaina.
  • Lahaina – learn about the historic 19th century conflict between whalers and missionaries.
  • Lahaina Roads – cruise through waters used as a nursery and breeding grounds by an increasing number of humpback whales in the Lahaina Roads, the channel from Maui to Lanai.
  • Optional Oahu Extension – explore the highlights of Oahu, with possible stops at Diamond Head, Honolulu and Waikiki.

This is a draft itinerary. Revisions will be made, and an updated itinerary with dates and pricing will be made available!

Discovering Hidden Hawaii


  • All land travel as outlined
  • 1 inter-island flight from Hawaii to Maui
  • Superior tourist-class or better hotel accommodations
  • 10 meals: all breakfasts, 1 lunch, and 2 dinners as denoted (BLD)
  • 4 walk routes
  • Fees for walking credit (for those walkers interested in obtaining AVA credit)
  • WAI guide service throughout (2 guides)
  • All tipping for coach drivers, guides and group meals
  • Pricing is based on double occupancy; single accommodations are available for a supplement.

Visits to/Activities:

  • Pu’uhonua o Honaunau, the Place of Refuge (Big Island)
  • Tour of a coffee plantation on the Kona Coast (Big Island)
  • Waipio Valley – Valley of the Kings (Big Island)
  • Akaka Falls State Park (Big Island)
  • Hilo Farmer’s Market Tour (Big Island)
  • Hawaii Volcanoes National Park (Big Island)
  • Pacific Tsunami Museum (Big Island)
  • Hawaii Tropical Botanical Garden (Big Island)
  • Cruise through Lahaina Roads
  • More fun stops than we can list!

Optional Excursions:

  • Kealakekua Bay Swim and Snorkel (Big Island) – Day 1
  • Old Lahaina Luau (Maui) – Day 6

Oahu Extension

More details will be available!

“The Volcanoes Nat’l Park and Lanai Island Hike were brilliant…Russ and Judy were excellent guides; they kept us well informed and [were] very flexible when problems arose.”

-Jeff F; Cheshire, England

“Our guides, Russ and Judy, were among the best I’ve ever had – on any trip. Well-organized, thoughtful, considerate, calm and unflustered when faced with last-minute changes. Very nice people.”

-Colleen B; Laytonsville, MD

 “WAI guides were excellent. Did an outstanding job…Quite an experience. I enjoyed it very much. Thanks for a very interesting view of the Hawaiian Islands.”

-Bill F; Silver Spring, MD

“Russ and Judy are great guides, very attentive to detail and making sure everyone is having fun. They do a great job of letting us know what to expect on our walks.”

-Betty P; Silver Spring, MD

“Russ and Judy are great. Look forward to traveling with them again.”

-Bob & Nancy I; Etters, PA

“Russ and Judy are wonderful – keep everything “even keel”…Volcanoes Nat’l Park Craters walk was awesome…Day trip (optional) to Molokai was so interesting – a piece of Hawaii history I didn’t know that much about.”

-Carol W; Medford, OR

“Leaders did a great job in knowing where everyone was, while we were on the trail. Superb leadership…Everything exceeded my expectations.”

-Joan V; Baltimore, MD


  • A 1:15 guide to traveler ratio

  • 1 inter-island flight from Hawaii to Maui

  • 10 meals: All breakfasts, 1 lunch, and 2 dinners

  • Superior tourist class or better hotel accommodations

  • 4 walk routes on main tour; 3 walk routes on Oahu Extension

  • 2 Guides throughout

  • Basic transportation in 40 pax motorcoaches

Discounts available. See Daily Itinerary for more details on activities included.

View Daily Itinerary

Adventure Pace

Tour Pace: 1 2 3 4 5
Walk Challenge: 1 2 3 4 5

Important Info

Group Size

We take an average of 25-30 travelers.


Strategically located Superior Tourist Class or better


10 meals included: all breakfasts, 1 lunch, and 2 dinners as denoted (BLD)


Not Included. Travelers on the main tour fly into Kona International Airport on Hawaii’s Big Island and leave from the Maui International Airport at Kahului. Travelers continuing on the Oahu Extension will depart from the Daniel K. Inouye International Airport in Honolulu. One inter-island flight included within itinerary.


Included. We use motorcoaches seating 40+.

Traveler Age

Our travelers usually range from 50–75 years of age. All ages welcome!


This is a draft itinerary. Revisions will be made, and an updated itinerary with dates and pricing will be made available!

Click on each day for more details.

Discovering Hidden Hawaii

Day 1: Arrive Kailua-Kona, Hawaii

Your Discovering Hidden Hawaii walking adventure begins with a flight from the mainland (not included) to the Kona Coast on the Big Island of Hawaii. Upon arrival, you can easily arrange your own transfer by taxi to our starting hotel, where you have the balance of the day to enjoy the South Sea ambiance from our lodgings overlooking the Pacific. Because travelers are arriving from the mainland throughout the day, the only group activity planned is a Welcome Reception this evening.

For those who arrive a day early into Kona, consider joining us for an optional morning Swim and Snorkel Trip.  This 4-hour adventure takes us south along the coast of the Big Island in search of dolphins and whales, eventually arriving at Kealakekua Bay, where we enjoy world-class snorkeling and learn about the fate of Captain James Cook.  Lunch, light snacks, drinks, guiding services, and snorkeling gear are all included in this excursion. Price TBA

Day 2: Activities from Kailua-Kona (B)

We begin our Hawaiian Adventure with a fascinating exploration of the Kona coast that includes a visit to the dreamy, palm-studded seascapes of the Place of Refuge, where Hawaiians could escape the harsh justice of the Kapu system. On the return trip, we visit a coffee plantation to learn firsthand how famous Kona beans are grown. The afternoon is free to enjoy the balmy climes of the Kona coast from our hotel.

Day 3: Kailua-Kona – Hilo (BLD)

Valley of the Kings Walk – 5 km, rated 1C

On our way to the Hilo side of the Big Island, we experience a royally memorable walk in the Valley of the Kings, set in a verdant and remote tropical wonderland. This trek along the valley floor offers black sand beaches, towering cliffs, lush vegetation, a funky and remote community of taro growers, along with a couple of shallow stream crossings – on foot! We satisfy our hunger after this hike with lunch, plus a famous hot malasada (deep-fried Portuguese-Hawaiian pastry!) at the Tex Drive-In. Later this afternoon, we drink in beautiful views of Akaka Falls on a short loop hike before arriving at our Hilo hotel, where we check-in and share a dinner together.

Day 4: Activities from Hilo (B)

Volcanoes Nat’l Park Craters Walk – 10 km, rated 3D

Today we start the morning with a unique breakfast and food tour at Hilo Farmers Market, rated one of the top of such markets in the U.S.!  Following our morning market meandering we tread across some the most massive and active volcanoes on the planet! Our trail travels through the gently sloping lava-scape of Kilauea, enjoying caldera views, steam-vented craters, and lava tubes. The afternoon at the volcano includes a visit to Jaggers Museum, as well as stops to observe whatever lava activity is available for viewing. Though unpredictable, this has often become a rare and unique opportunity to witness 2000°+ F red hot lava from a close, but safe, distance.

Day 5: Hilo – Ka'anapali, Maui (B)

Hilo Walk – 5 km, rated 1B

Our last morning on the Big Island begins with a pleasant stroll through Liliuokalani Gardens, named after Hawaii’s last reigning monarch, leading us along Hilo’s waterfront to the Pacific Tsunami Museum.  Following a tidal wave of information at the museum, we proceed by bus to the lush wonderland of the Hawaii Tropical Botanical Garden for a resplendent rainforest ramble.  A quick photo stop at Rainbow Falls on our way back to lunch in Hilo sets the stage for our late afternoon flight across the water to The Valley Isle of Maui, where we transfer to our beautiful beach hotel in Ka’anapali.

Day 6: Activities from Ka'anapali (B)

Lahaina Missionaries & Whalers Walk – 8 km, rated 1A

Our morning stroll begins in the beautiful beach resort community of Ka’anapali. A brief taxi ride connects us with the second half of the walk in Lahaina. Before Hawaii’s annexation by the United States, Lahaina was the Royal Capital of the Hawaiian Kingdom, as well as the center of the global whaling industry. Clashes here between whalers and missionaries in the 19th century could be severe, but peace now reigns supreme in this sunny oceanfront community on the west end of Maui.

Following free time in Lahaina, our optional evening event is the Old Lahaina Luau, an authentic evening of traditional Hawaiian food, music, and dance in a unique beachfront setting! Price TBA

Day 7: Activities from Ka'anapali (BD)

No trip to Hawaii would be complete without a little “hang loose” time. Today, we take a break from our usually full WAI itinerary in favor of letting you call the shots. Soak up some rays on the beach; shop ’til you drop; take a whale cruise; enjoy a chance to snorkel; join an excursion to see the view from atop Haleakala, the massive volcano that forms most of Maui; or book a drive on the famous Road to Hana. The concierge at our hotel will be happy to help make your plans or give you more ideas for enjoying Maui. Later this evening, we enjoy a fun and relaxing Farewell Dinner together.

Day 8: Depart from Maui (B)

As we explored the history, culture, and scenery of the Islands, our wintertime blues were replaced by the Aloha spirit of Hawaii! After breakfast this morning, travelers may continue on for the Oahu Extension (more details to come!) or say goodbye to walking friends and return to the wintertime climes of North America, refreshed and renewed by our tropical walking adventure in Hawaii!

Oahu Extension

More details will be available!

More Details

Click on each heading for more details.

How do I lock in my place on this Adventure?

Call or mail in your Early Bird ($50) to save your spot! We take an average of 25-30 travelers in each group, with a guide to traveler ratio of 1:15.

What’s an Early Bird deposit? Early Bird deposits are refundable $50 deposits which serve to hold your spot on a tour until dates and pricing have been confirmed. Once all details on a tour have been finalized, travelers can then register with an additional $450 deposit to bring their total on a tour up to $500.

Traveler Rewards Program

New Travelers receive a $200 discount on the Discovering Hidden Hawaii tour! Returning travelers receive our Alumni Traveler Discount of 5-10% off the main tour price. Terms, exclusions and conditions apply. See the Traveler Rewards page for more details or contact us with any questions at 800.779.0353 or [email protected].

Note: The New Traveler and Alumni Traveler Discounts apply only to the main tour price. The Oahu Extension is not eligible for these discounts.

How is airfare arranged?

Travelers on the main tour fly into the Kona International Airport on Hawaii’s Big Island and depart from the Maui International Airport at Kahului. Travelers continuing on the Oahu Extension will depart from Daniel K. Inouye International Airport in Honolulu. Airfare to and from the start point is not included in the package price, though one inter-island flight is included in the program. More details on flight arrangements will be made available after this tour has been finalized.

What about the walks?

Walks on this Adventure are guided walks and we generally walk at a pace of 2 to 3 miles per hour. In most cases, we are not “strolling.” We are walking at a relaxed but steady pace. Your experience will be significantly affected by your level of physical fitness. If not walking regularly at home, we strongly recommend that you make a priority of “training” beforehand in order to both enjoy the trip and avoid medical issues due to overexertion. If you have questions about your ability to participate, please talk with our office at 1-800-779-0353.

We have adopted a walk difficulty rating system which contains a numeric indicator for trail incline and an alpha indicator for trail terrain. The explanation for this system is presented below:


1. Very small hills or very little stair climbing. Cumulative elevation gain from Starting Point: up to 200 feet.
2. Some moderate hills and stair climbing. Cumulative elevation gain from Starting Point: 200-1000 feet.
3. Some significant hill or stair climbing. Cumulative elevation gain from Starting Point: 1000-2000 feet.
4. Lots of significant hills or stair climbing. Cumulative elevation gain from Starting Point: 2000-3500 feet.
5. Many steep hills. Cumulative elevation gain from Starting Point: more than 3500 feet.


A. Almost entirely on pavement.
B. A significant part of the route is on well-groomed trails with very few obstacles.
C. A significant part of the route is on somewhat difficult terrain (rocky / rooted paths or soft sand).
D. A significant part of the route is on very difficult terrain.
E. The majority of the route is on very difficult terrain.

What happens next?

We are currently developing the itinerary for this Adventure. Once the itinerary is released, we will accept registration deposits ($500) to save space.

If you have Early Birded with a refundable $50 deposit, your spot on the tour will be held for 2 weeks after the itinerary is published while you make a decision on whether or not you’d like to register with an additional $450 fee, bringing your deposit on tour up to $500. If you decide not to join us for this tour, your Early Bird can be refunded or transferred to another tour.