Skip to content
Our travel experts are always ready to answer your questions & booking requests at 1-877-412-8527.

Hawaiian Seascapes: Molokai, Lana‘i, Maui, and the Big Island

Mitch meyers YQD1Xljt4xo unsplash

Trip Overview


Trip Length: 8 Days
Price Point: From $6,900
Seasons Available: Winter

Hawaii is often imagined through iconic beaches and resort towns, but UnCruise AdventuresHawaiian Seascape reveals a quieter and more transformative side of the islands: one shaped by volcanic landscapes, marine life, and deep cultural connections. Sailing aboard the intimate Safari Explorer, with just 36 guests, this seven-night expedition journeys through Molokai, Lana‘i, Maui, and the Big Island, reaching places larger ships simply can’t access.

Days blend active exploration with meaningful encounters: snorkel coral gardens alive with sea turtles, paddle sheltered bays by kayak, hike across lava fields and through lava tubes on the slopes of Hualālai Volcano, and witness the unforgettable experience of night snorkeling alongside graceful manta rays. Wildlife viewing is woven throughout, with opportunities to spot dolphins, whales, and seabirds across Hawaii’s protected waters.

The voyage also steps beyond nature. In Molokai’s Halawa Valley, travelers spend time with local families, learning traditions, stories, and ways of life that have endured for generations. The result is a more immersive, expedition-style perspective on Hawaii—far from the usual path and deeply rooted in place.

Share this trip:
Greg Solatario of Halawa Valley Halawa Valley Waterfall
  • Night snorkel with giant Pacific manta rays — experience one of Hawaii’s most memorable wildlife encounters beneath the stars off the Big Island.
  • Explore Hawaii’s volcanic landscapes — hike across lava flows, pit craters, lava tubes, and the misty slopes of Hualālai Volcano.
  • Experience authentic Hawaiian culture in Molokai — meet local families in Halawa Valley and learn traditions rooted in the island’s history.
  • Discover four islands in one voyage— explore Molokai, Lana‘i, Maui, and the Big Island while accessing secluded bays and coastlines beyond the reach of larger ships.
  • Adventure by sea and shore — spend your days snorkeling, kayaking, paddleboarding, and spotting wildlife among coral reefs.

Day to Day Itinerary

  • Day 1 - Kailua-Kona, Big Island

    Arrive in Kailua-Kona and transfer to the hospitality area before boarding Safari Explorer. Meet the captain and expedition team, settle into your cabin, and enjoy a welcome dinner with an introduction to the adventure ahead.
  • Day 2 - Kealakekua Bay, Big Island

    Spend the day exploring one of Hawaii’s premier marine areas. Snorkel or paddle through the clear waters of Kealakekua Bay, home to colorful reef fish, sea turtles, and possible dolphin sightings. In the afternoon, continue searching for marine mammals along the rugged southern coastline.
  • Day 3 - Hualālai Volcano & Kona Coast, Big Island

    Hike across lava fields and native forest on the slopes of Hualālai Volcano, exploring pit craters and lava tubes along the way. After sunset, head into the water for a chance to snorkel with giant Pacific manta rays beneath the night sky.
  • Day 4 – Maui & Humpback Whale Sanctuary

    Explore Maui’s rich marine environment with snorkeling in coral gardens and sea-turtle habitat at “Turtle Town.” Cruise through the protected waters between Maui, Lana‘i, and Molokai in search of whales, dolphins, and other wildlife.
  • Day 5 – Lana‘i

    Discover the island of Lana‘i through a mix of land and sea adventures. Snorkel along dramatic volcanic coastlines, visit Lana‘i City, hike forest trails, join an e-bike outing, or spend time at the island’s well-known cat sanctuary.
  • Day 6 – Captain’s Choice Exploration Day

    Today’s activities adapt to weather, wildlife, and conditions. Possible experiences include kayaking hidden coves, exploring rugged coastlines by skiff, snorkeling remote waters, and observing seabirds and marine life with the expedition guides.
  • Day 7 – Halawa Valley, Molokai

    Step into a more traditional side of Hawaii with a visit to Molokai’s historic Halawa Valley. Meet local families, learn about Hawaiian traditions and agriculture, hear stories passed through generations, and optionally hike to a waterfall. End the day with a community-hosted pa‘ina featuring local food, music, and conversation.
  • Day 8 – Molokai

    Enjoy a final breakfast on board before disembarkation and transfer to the airport or continue with an optional post-cruise stay.

Safari Explorer

The Safari Explorer is a boutique expedition yacht designed to combine comfort with access to remote destinations. Carrying just 36 guests, it offers an intimate atmosphere and the flexibility to reach hidden bays, rugged coastlines, and shallow anchorages beyond the reach of larger ships. Spacious common areas, open-seating dining, and included beverages create a relaxed onboard experience, while expedition tools such as kayaks, paddle boards, skiffs, and snorkel gear keep the focus on exploration. Nicknamed “The Bulldog,” the vessel pairs rugged capability with upscale interiors, making it ideal for adventure-focused voyages through Hawaii and Alaska.

Connect with a Travel Expert Today

Our travel experts are here to answer your questions and help you plan the trip of a lifetime. Give us a call at 1-877-412-8527 or send us a message.
Get In Touch