Hawaiian Seascapes

Big Island, Maui, Lanai, and Molokai aboard the Safari Explorer


The Hawaiian Islands have it all—from palm-fringed bays and dramatic cliffs to incredible marine life and a unique, ancient culture. Experience four of these picture-perfect islands aboard a 36-guest boutique yacht. With everything you need on board the ship—kayaks, paddle boards, snorkel gear, and hiking poles—you’ll be totally equipped to immerse yourself in the land of aloha. On magical Moloka'i, enjoy a cultural lesson in poi making or choose a hike to a waterfall in Halawa’s cathedral valley. Explore towering sea cliffs, volcanic plugs, and the famed sweetheart rock on the private island of Lana’i. Kayak or snorkel among coral gardens in a sea turtle habitat off West Maui, and anchor offshore of the big island with a chance to go for a night swim with Giant Pacific Manta rays. In the evenings, settle into the laid-back spirit of Hawaii while you watch for dolphins out in the Pacific.

Note: This cruise is not exclusive to, nor operated by, Wilderness Travel, who acts solely as agent in booking your reservation with the ship operator. The itinerary, lecturers, and all other arrangements are subject to change at the discretion of the cruise line.


Day 1
Molokai / Embarkation

Welcome to Hawaii! You’ll be transferred to our hospitality area on Molokaʻi. Later, the Captain and crew greet you with smiles and champagne as you board the awaiting Safari Explorer. This evening, settle in and enjoy dinner aboard the yacht, before a presentation about your week ahead.

Day 2

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 home-style Hawaiian jam session.

Day 3

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 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 Lanai Culture and Heritage Center.

Day 4
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 Lanai, Molokai, and Maui—provides front-row seats as you cruise through these productive marine breeding grounds searching for dolphins, whales, and other marine life.

Day 5
Captain’s Choice Exploration

Leave it to your Captain and crew to seek out and unveil the best opportunities the islands hold in store today. Dramatic volcanic backdrops, marine life sightings, and chances for snorkeling, kayaking, and paddle boarding are all possible!

Day 6
Honomalino Bay

Fringed by coconut palms, Honomalino Bay offers a morning of snorkeling, paddle boarding, and kayaking. The bay reveals a diversity of colorful corals, sponges, and tropical fishes. Lava tubes, kayaking, and skiff tours fill out your day of adventure—in an area known to be favored by marine mammals. This evening you’ll anchor at an offshore location for a thrilling night snorkel with Giant Pacific Manta rays.

Day 7

Skiff to Kealakekua Bay, where Captain Cook was slain in 1779, for some of the island’s best snorkeling. At Kailua-Kona, stroll through town at your own pace, and uncover the charm of this historic town. This evening, celebrate with the Captain’s Dinner and photographic recap of your adventure.

Day 8
Hawaii, the Big Island / Disembark

As the Safari Explorer docks at Kawaihae Harbor, you'll be transferred to the Kona Airport or to your extended UnCruise hotel stay.

Reverse Itinerary-in-Brief

Day 1 Arriva Kona / Embarkation
Day 2 Hanomalino Bay
Day 3 Kealakekua Bay / Kailua-Kona
Day 4 Captain’s Choice Exploration
Day 5 Lanai
Day 6 Olowalu / West Maui
Day 7 Molokai
Day 8 Molokai / Disembark

Molokai to Molokai Summer Itinerary-in-Brief

This departure will sail roundtrip from Molokai and take advantage of the warmer water and gentle trade winds of summer, offering the opportunity to see the north shore of the islands whenever possible.

Day 1 Molokai / Embarkation
Day 2 Captain’s Choice
Day 3 Lana’I
Day 4 Kallua-Kona
Day 5 Hawai’I, The Big Island
Day 6 Olowalu / West Maui
Day 7 Halawa Valley
Day 8 Molokai / Disembarkation


Length: 8 days
Cost From: $5795  
Arrive: Molokai, Hawaii (or reverse)
Depart: Kona, Hawaii (or reverse)
Lodging: 7 nights aboard a small ship vessel
Meals: All meals included aboard ship
Activity: Small Ship Cruising
Trip Level:

Cultural explorations and walking tours, snorkeling