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You’ll be spending your days cruising from either Moloka‘i to Hawai‘i or Hawai‘i to Moloka‘i (depending on the week) discovering island history, scanning the open waters for marine life, and hiking, kayaking, paddle boarding or snorkeling in the Pacific Ocean waters. Honomalino Bay, Kealakekua Bay, Kailua-Kona, Lāna‘i, Olowalu, West Maui are just a few of the places you’ll explore (see below for further explanations on each). Moloka‘i
A warm Aloha spirit gives you a sense of Hawaii long ago. No stop lights, no high-rises, just a welcome slower pace “talk story” with locals and experience their land and traditions as few visitors ever do. You’ll hear legends and lore, then take in a cultural lesson in taro patches and poi making, or hike to a towering waterfall in Halawa’s cathedral valley—one of the island’s most historic places. At the Molokaʻi Museum, discover the history of this ancient homeland as you enjoy an evening paʻina (feast), complete with a homestyle Hawaiian jam session. Lana‘i
Gear up for a day of play on the “Private Island.” Thousand foot sea cliffs line the shore and ancient volcanic plugs sit both above and below the water's surface as host to a wide diversity of marine life. Snorkel, paddle board, kayak, explore by skiff, or stretch your legs on a hike—whichever activities suit your fancy. Take a stroll to Sweetheart Rock, a sea stack jutting 80 feet above the crashing surf, and discover the legend of the princess Puu Pehe. Learn about the islands’ plantation days with a visit to the quaint
Lanaʻi Culture and Heritage Center. Olowalu / West Maui
In ancient times, Olowalu was considered a place of refuge. Today, it delivers a treat of snorkeling among coral gardens teeming with underwater life and a known sea turtle habitat. The Humpback National Marine Sanctuary—located between Lanaʻi, Molokaʻi, and Maui—provides front-row seats as you cruise through these productive marine breeding grounds searching for dolphins, whales, and other marine life. Honomalino Bay
The search is on as you set sail through an area known to be favored by marine mammals. Lava tubes, skiff tours, and kayaking are in store for a day of ultimate adventure. Fringed by coconut palms, Honomalino Bay offers opportunities for snorkeling, paddle boarding, and more kayaking. The bay reveals a diversity of colorful corals, sponges, and tropical fishes. This evening you’ll anchor at an offshore location to search for and night snorkel with Giant Pacific Manta rays. Kealakekua Bay / Kailua-Kona, Hawai‘i, the Big Island
Skiff to Kealakekua Bay, where Captain Cook was slain in 1779, for some of the island’s best snorkeling. Stroll through Kailua-Kona at your own pace. A fun and quaint seaside town, Kailua-Kona has the souvenir shops and open-air restaurants you’d expect in a small tourist hub, plus a surprising number of historic sites.