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Kona to Molokaʻi: Small Ship, Big Hawaii
SMALL SHIP, BIG HAWAII
Kona ↔ Molokaʻi
12 nights: 2 nights before + 7-night UnCruise sailing + 3 nights after
Starting from: $12,500 CAD per person, based on double occupancy
WHAT TO EXPECT
A custom-built Hawaii adventure anchored by UnCruise’s seven-night Hawaiian Seascapes sailing aboard Safari Explorer.
You’ll arrive early, explore Hawaii from a 36-guest small ship, then add a few nights after the sailing so the trip ends like a holiday instead of an airport evacuation drill.
The exact route depends on the departure direction, weather, wildlife and captain’s choice.
The emotional truth does not:
Small-ship access. Volcanic coastlines. Marine life. Local stories. Water time. Enough comfort to enjoy the doing.
THE VIBE
This is Hawaii with the resort bubble loosened and the ocean put back in charge.
It’s active, nature-forward and personal—without turning into an endurance contest.
Expect warm water, quiet coves, flexible days, good food and a ship small enough that nobody needs a map to find dinner.
There are no casinos, waterslides or floating-shopping-mall energy.
Just 36 guests, a capable crew and a very large ocean.
THE TRIP RHYTHM
ARRIVE LIKE A PERSON | 2 NIGHTS
Arrive before embarkation and give the jet lag somewhere to go.
If your sailing begins in Kona, the opening can include waterfront wandering, coffee country, beach time, a good meal and a proper sunset.
If it begins in Molokaʻi, expect a quieter start with local food, ocean air and very little pressure to perform vacation immediately.
The exact hotel and island plan will follow your chosen sailing.
BOARD. UNPACK. GO SMALL. | 7 NIGHTS
Board Safari Explorer for UnCruise’s Hawaiian Seascapes sailing between Kona and Molokaʻi.
Depending on direction and conditions, the route may explore:
The Big Island and Kona
Lava-rock coastlines, Kealakekua Bay, snorkelling, paddling, lava tubes and possible manta-ray night snorkelling.
Maui waters
Coral gardens, sea-turtle habitat, kayaking, scenic cruising and wildlife watching.
Lānaʻi
Dramatic coastline, clear water, snorkelling and possible hiking, biking or island exploration.
Molokaʻi
Hālawa Valley, local families, food, music, Hawaiian culture and a community-style pāʻina.
The exact order and activities may change with weather, sea conditions, wildlife and captain’s routing.
This is not a flaw in the itinerary.
It’s what happens when the adventure is built around nature instead of a rigid run sheet.
LET THE TRIP LAND | 3 NIGHTS
Stay after the sailing rather than stepping off the ship and beginning the airport death march.
A Molokaʻi finish can stay quiet, beachy and unhurried.
A Kona finish can add restaurants, markets, coffee country, scenic drives and one last sunset before re-entry.
Either way, the goal is the same:
Leave Hawaii feeling like you experienced it—not like you were processed through it.
YOUR HOME AT SEA
Safari Explorer is a 36-guest boutique expedition vessel designed for small-ship exploration.
Cabin categories and availability vary by departure.
We’ll review the available options, explain the differences and help you choose what makes sense for your comfort, budget and travel style before anything is booked.
STARTING FROM
$12,500 CAD per person, based on double occupancy
This is a planning starting point for a custom-designed trip—not a guaranteed package price.
Your final price will depend on:
- departure date;
- cabin category and current cruise fare;
- flights and departure city;
- pre- and post-cruise hotels;
- transfers;
- optional activities;
- number of travellers; and
- any changes you make because “we’re already in Hawaii, so…”
Current pricing and availability will be confirmed in your personalized proposal before you decide.
WHAT THE SAILING INCLUDES
UnCruise’s sailing generally includes:
- seven nights aboard Safari Explorer;
- onboard meals;
- beverages included by the supplier;
- scheduled adventure activities and equipment;
- guided excursions and cultural experiences;
- entry fees included in the sailing program;
- and group transfers offered by UnCruise on embarkation and disembarkation days.
Exact inclusions will be confirmed in your supplier documents and final proposal.
WHAT SECOND SHIFT HANDLES
Second Shift pulls the moving pieces into one trip instead of handing you a cruise confirmation and wishing you luck.
Depending on your final plan, that can include:
- UnCruise departure and cabin options;
- flight strategy and pricing;
- two-night pre-cruise stay;
- three-night post-cruise stay;
- airport, hotel and cruise-transfer planning;
- optional land experiences;
- complete itinerary coordination; and
- practical pre-departure guidance.
The goal isn’t more itinerary.
The goal is fewer annoying loose ends.
BUDGET SEPARATELY FOR
Unless specifically included in your confirmed proposal, plan separately for:
- crew gratuities;
- travel insurance;
- meals during the pre- and post-cruise stays;
- transfers outside the supplier’s included embarkation and disembarkation arrangements;
- optional activities outside the UnCruise program;
- airline baggage and seat-selection fees;
- hotel or resort fees, when applicable;
- personal purchases; and
- anything not listed in your confirmed booking.
No mystery charges disguised as adventure.
THIS ONE IS FOR TRAVELLERS WHO LIKE
- Hawaii beyond the big-resort bubble;
- small ships instead of mega-ships;
- wildlife, culture and time on the water;
- snorkelling, paddling, hiking and scenic cruising;
- active days with room to exhale;
- intimate, social travel;
- local stories and flexible itineraries;
- and having the complicated pieces handled properly.
It works particularly well for adults, couples and friend pairs who want Hawaii to feel more personal, adventurous and connected to the water.
WHO SHOULD PROBABLY SKIP IT
This may not be your trip if you want:
- a large-resort holiday;
- casino-and-show nightlife;
- a fully passive lounge-chair cruise;
- guaranteed activities at fixed times;
- or an itinerary that never changes for weather, wildlife or sea conditions.
Travellers with specific mobility or accessibility needs should have the vessel, cabin, boarding process and planned activities reviewed carefully before booking.
There are plenty of good ways to experience Hawaii.
We don’t need to force you onto the wrong one.
THE PACE
Moderate to active.
Travellers should be prepared for docks, stairs, uneven ground, getting on and off a small vessel, warm weather and changing sea conditions.
Snorkelling, paddling and hiking are optional, and not every traveller needs to do every activity.
But this is not a passive cruise with scenery delivered to your chair.
The magic is in the doing.
READY?
Trade the mega-ship circus for volcanic coastlines, manta rays, sea turtles, quiet coves and a ship small enough to know where it parked.
Submit an Adventure Request and tell us:
- who’s travelling;
- where you’re flying from;
- when you’d like to go;
- what cabin comfort level suits you;
- and which parts of the trip you want Second Shift to coordinate.
We’ll review the current departures, availability and pricing, then build the version that makes sense for you.
Trade the mega-ship circus for manta rays, volcano views, sea turtles, small-ship magic, and just enough island chaos to keep things interesting.
Rally your friends.
Bring your snorkel buddy.
Leave room for sunshine, stories, and one deeply unnecessary Hawaiian shirt.
Itinerary
Kona, HI, USA
Kona, HI, USA
Kailua-Kona, Hawaii, USA
Kealakekua, HI, USA
Hualālai Volcano
Maui
Lanai City, HI, USA
at sea
Moloka‘i
Moloka‘i
Moloka‘i
Moloka‘i
Full Itinerary

Your Advisor
Suzie Robinson
Second Shift Adventures - Powered by Fora

susan@secondshiftadventures.ca
4037101982