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Visits Maui's Black Sand Beach

Adventurebound Hawaii - Hawaii to Oahu

Example 8 Day Cruise aboard Wilderness Explorer
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Day-by-Day Summary

Day 1 : Hawaii, the Big Island – Embarkation
Day 2 : Opihihali / Honomalino Bay
Day 3 : Kailua-Kona
Day 4 : Maui / Molokini
Day 5 : Humpback National Marine Sanctuary
Day 6 : Lana’i
Day 7 : Ka’ena Point State Park / Wai’anae Harbor, Oahu
Day 8 : Honolulu – Disembark


Wilderness Explorer

Places Visited


Trip Type

  • Small Ship

Activity Level


Trip Snapshots

Visits Maui's Black Sand Beach Kayak the tropical shores of Hawaii Have the opportunity to swim with Manta Rays Your small ship cruise will take you to remote beaches Explore Hawaii by kayak

Day 1 Hawaii, the Big Island – Embarkation

Welcome to the Big Island! You’ll be transferred to the hospitality suite before boarding the Wilderness Explorer in Kawaihae Harbor. Following an introduction to your crew and orientation, you’ll get underway for a Hawaiian un-cruise sunset before dinner and anchoring for the evening.

Day 2 Opihihali / Honomalino Bay

Greet the day on the Kona Coast of the Big Island of Hawaii with safety and equipment orientations — then gear up and go play in Honomalino Bay. All the sports gear gets deployed for hours of up-close water exploration before you get underway for Opihihali with eyes on watch for dolphins and whales. As an unusual feeding frenzy this evening, you’ll suit up for a night snorkel with harmless Giant Pacific Manta rays, one of the largest animals in the ocean. Back onboard, it’ll be a contest to see who has the best Manta ray tale to tell. There’s also an opportunity to go ashore for a taste of Kailua Town before calling it a night.

Day 3 Kailua-Kona

Hop on the skiff and venture into the historic town of Kailua for a local walking tour and exploring on your own. An optional excursion with Captain Zodiac, a specially-permitted operator, offers a snorkeling rendezvous in some of the best waters Hawaii has to offer for underwater riches. During cocktail hour, the Wilderness Explorer turns towards Maui, the Magic Isle.

Day 4 Maui / Molokini

It’s Maui — so sand between your toes and enticing waters are yours to explore prior to a lunch time positioning to explore the remarkable undersea world of Molokini. At the quietest time of day, enjoy unparalleled snorkeling. Compare underwater notes as you sip your favorite beverage in the lounge and after dinner, explore the quaint and lively Lahaina.

Day 5 Humpback National Marine Sanctuary

Situated between the islands of Lana’i, Moloka’i, and Maui is a maritime tropical wonderland with front-row seats to the breeding grounds for humpbacks and other myriad marine wildlife. After lunch, you’ll have a chance to maneuver your paddle board, throw your sail, don your snorkel, or dip a paddle from your kayak off the beckoning island of Lana’i. And if the stars align, cap off your evening with some night snorkeling.

Day 6 Lana’i

The island’s laidback culture and uncrowded spaces are on today’s off-the-beaten path agenda. Spend time sunning on the beach, exploring Lana’i City, or hiking with your Expedition Leaders and guides along Lana’i’s rustic pine-lined Munro Trail. Learn about the modern day, but lost pineapple plantation era and the vastly different backdrop of a long ago untouched time.

Day 7 Ka’ena Point State Park / Wai’anae Harbor, Oahu

Offshore near Ka’ena Point State Park, kick off your morning with a slate of activities including stand-up paddle boarding, snorkeling, kayaking, and skiff tours. Relax on board over lunch before anchoring off of Wai’anae Harbor for an opportunity to go ashore for touring, hiking, or lose-your-cares beach time. Cap off you day after with the Captain’s Farewell Dinner then retire to the lounge for a photographic recap of your week’s un-cruise adventure.

Day 8 Honolulu – Disembark

Gather for your final breakfast with new friends before disembarking in Honolulu, where you’ll be transferred to the Honolulu Airport.

Wilderness Explorer

Per person starting at
Wilderness Explorer's Trailblazer Cabin.
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Trailblazer Cabin
Feature queen or twin beds, private bath with shower and view window.
Wilderness Explorer's Pathfinder Cabin
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Pathfinder Cabin
Feature queen or twin beds, private bath with shower, and view window.
Wilderness Explorer's Explorer Cabin.
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Explorer Cabin
Feature a sitting area, fixed queen bed, private bath with shower and large picture window.


This Add-on is available only for our travelers extending or customizing their itinerary.

- All rates are in USD, per person, based on double occupancy.
- Rates do not include port taxes and fees, which vary by itinerary.
- Children 8-13 years of age are welcome on all sailings and will received a $500 per child savings

Due to the nature of your explorations, itineraries are guidelines and may change in order to maximize wildlife and natural encounters. Variations in itinerary and the order of days may occur.

Due to the nature of explorations, itineraries are guidelines and will change in order to maximize wildlife and natural encounters. Variations in itinerary and the order of days may occur.

Included in Your Fare:
All onboard meals, tastefully prepared with locally sourced ingredients where possible; guiding and equipment use for kayak, paddle board, hiking, and skiff exploration; roundtrip transfers and baggage handling between airport/boat if you are arriving/ departing on scheduled days; entry fees to national parks/preserves; sauna, and yoga classes.

Not included in your fare:
Port taxes and fees, please add an additional $175 per person.
Payment & Cancellation Policies
Change & customize to make it yours.
Jessica L

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Kate was great to work with in the planning stage. She was prompt, helpful, and efficient. Our tour guide, Edwin, was knowledgeable and passionate. We were very happy to have traveled with Adventure Life, it made the trip easy and a true pleasure. We could concentrate on enjoying the experience rather than the details of travel.
Lisa Bridge

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