Alaska Sailing & Private Yacht Charters
An Alaskan cruise is an iconic way to see the state, but few visitors realize they can charter a smaller vessel for a custom adventure. Under the guidance of an expert crew, you can explore breathtaking settings such as Glacier Bay National Park, Kenai Fjords National Park, and Prince William Sound by private boat, sailboat or yacht.
All-Inclusive
Chartering a small vessel may seem expensive. But it can be comparable once you add up the cost for transportation, lodging, meals and sightseeing excursions that you would otherwise spend for your entire party. Being able to settle into one stateroom for a few days also adds to the relaxing nature of your trip.
The Luxury of Time
Go for just a night – or extend up to two weeks, with options to fit any itinerary. A multi-day journey gives your captains time to customize to your individual preferences and adjust schedules based on weather and other factors. Explore magical coves, hang out for longer as whales breach, fish for wild salmon and halibut, kayak with otters, or set anchor for a walk along a secluded beach – all without having to get back to port right away.
Small Groups Create Meaningful Experiences
Charter vessels vary in number of guests – from two to twelve. Some cater only to private groups (book the boat and it’s yours!), while others have separate staterooms and can take multiple parties (get to know fellow travelers!). Whatever your choice, small boats offer a more private experience, personalized attention and a chance to take in Alaska with a cadre of friends or family. For many, the camaraderie that forms among guests and crew is the highlight of the journey. (If you have a group larger than six, check out the in-between size: Small Ship Adventure Cruises that can accommodate between 12 and 86 passengers.)
Balancing Your Group’s Interests
Someone wants to fish, someone wants to kayak and someone else wants an extra nap. How to manage it all? When a small yacht is your home for a week, it’s easier to accommodate varied preferences so everyone is happy.
Check out these charter operators to review your options – from sailboats to yachts, all ready to show off Alaska’s beautiful and enchanting coastal wonders.
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Sailing & Private Yacht Charters
Expedition Charters
Immerse yourself in a multi-day Alaskan adventure that promises incredible views and jaw-dropping bear viewing in Katmai National Park, along with a warm camaraderie that only a small group expedition can create. Explore from your home base on the Island C, a research vessel that gets you close to the action while providing comfortable lodging and delicious meals.
Private Yacht Charters
4-10 maximum passengers
Embark on an unforgettable, week-long Alaskan adventure through southeast Alaska aboard a 58-foot charter yacht that departs from stunning Prince of Wales Island. Up to 6 people can join this immersive wilderness experience, where you’ll see Alaska in a unique and authentic way by fishing, hiking, kayaking, seeing wildlife, and learning about local culture.
A fully customizable expedition that showcases Alaska’s beauty by land, sea, and air. The trip starts with a private flight from Anchorage to Homer, where guests stay in a premium log chalet. Choose from various activities including driving an amphibious vehicle, bear viewing, fishing, hiking, and kayaking. On the fourth day, board the M/V Peregrine and explore Kenai Fjords National Park, glaciers, ice caves, and waterfalls while looking for ...more
Charter their private, live-aboard, 60’ yacht. Wake up each day in the middle of untouched wilderness and go sea kayaking, hike through boreal forests, fish for trophy halibut and salmon, or spend a quiet day on the water photographing wildlife
Call for Quote
Custom
Cruise Ship Type: Small Ship Cruises
Ship Name: The Sea Mist
Design your exclusive itinerary then set sail into the vast open waters and wildlife-rich shorelines of Prince William Sound aboard your own spacious and private yacht. Up to six passengers can sit back, relax, and experience an intimate tour. Most guests enjoy the 5‑day/4‑night trips, but you can book longer 10-day/9‑night expeditions.
Set sail on a luxurious 70-ft yacht out of Homer for 3+ days of fishing, hiking, kayaking, and wildlife viewing while indulging in mass amounts of seafood. Your itinerary will depend on the interests of the group, and the experienced local crew can fulfill those interests.
Explore Alaska by chartering the 90-foot yacht Alaskan Story, out of Juneau. It’s the perfect way to see some of the state’s most stunningly beautiful areas, like Glacier Bay National Park, and enjoy lots of opportunities for fishing, kayaking, hiking, and wildlife viewing along the way.
Sailing
Charter a sailboat out of Seward and hit the waters of gorgeous Resurrection Bay! Choose an afternoon tour if you’re just in Seward for the day, or opt for a multi-day cruise. Your charter comes with a seasoned captain, or experienced sailors can rent the boat and take the helm themselves. Surrounded by mountains, the bay offers ideal sailing conditions, and you’ll have plenty of chances to see wildlife and glaciers.
You’ll spend either 4 or 7 days sailing around Lake Clark, experiencing all the natural majesty this national park has to offer, with its many craggy mountains set close to the water. Anchor each night in a new location. Look for wildlife, hike, explore with kayaks and paddleboards, and enjoy bonfires on the beach.
Discover Southeast Alaska’s natural wonders aboard a chartered sailboat with Sailing Alaska. Customize your private expedition with experienced captain John Joeright and enjoy all-inclusive meals, comfortable accommodations, and endless adventures on the 46-foot S/V Shamrock. Watch whales, hike, fish, visit local communities, and more — all at your own pace.
Large Charters
$5600+
8 Days / 7 Nights
Ports of Call: Juneau, Glacier Bay National Park, Hoonah / Icy Strait, Sitka
Cruise Ship Type: Small Ship Cruises
Ship Name: Safari Endeavour
Start your wilderness journey in Juneau, the state capitol of Alaska, and end in Sitka, the perfect spot to view the melding of Russian and Alaska Native cultures. In between, visit Glacier Bay National Park, go bird watching on South Marble Island, look for whales in Icy Strait, hike along intertidal zones, and when your captain sets the course for adventure, slip into your kayak or skiff for a day of guided exploration. (Itinerary also ...more
5 to 7 Days
Ports of Call: Anchorage, Whittier
Cruise Ship Type: Small Ship Cruises
Ship Name: Discovery
Our Classic Discovery Voyage is the perfect wilderness sampler. We take in the most spectactular sights of Prince William Sound — mountains, fjords, glaciers and wildlife — with the number of daily excursions (ashore or by kayak) tailored to the interests and activity level of the group.
Bear Paw Charters offers private, all-inclusive day trips and longer tours on its luxury yacht — perfect for whale watching, bear viewing, and experiencing Alaska’s scenic majesty.
$5,850+ (Inside Passage $2,650+)
5 days / 4 nights
Cruise Ship Type: Small Ship Cruises
Ship Name: M/V Sea Star
Set sail for 5 days and 4 nights with the crew of the M/V Sea Star for small ship adventure cruising in Prince William Sound, Kenai Peninsula or along the Inside Passage. The well-appointed yacht accommodates just 12 guests, allowing for a personalized experience where you are the explorer! Unplug from day-to-day life and soak up the wonders of Alaska’s amazing coastline. All meals prepared by an on-board chef and featuring fresh local ...more