Alaska Sailing & Private Yacht Charters

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.

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

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.

Hit the fish-rich waters of Alas­ka on this unfor­get­table fish­ing char­ter aboard a pri­vate yacht. Head out from Juneau for a mul­ti-day expe­di­tion that’s per­fect for every­one from begin­ners to hard­core anglers, as well as any­one who wants to join the adven­ture! Fish, kayak, take the zodi­ac ashore for excur­sions, stop in the small towns of Elfin Cove and Hoonah, and fish the Gulf of Alaska.

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.

Design your exclu­sive itin­er­ary then set sail into the vast open waters and wildlife-rich shore­lines of Alaska’s Inside Pas­sage aboard your own spa­cious and pri­vate yacht. Up to six pas­sen­gers can sit back, relax, and expe­ri­ence an inti­mate tour. Most guests enjoy the 6‑day/​5‑night trips, but you can book short­er, or 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.

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

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.

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.

Head out under pow­er of sail when you go on a per­son­al­ized char­tered jour­ney with Sail­away Alas­ka. Opt for a day trip in res­ur­rec­tion Bay, mul­ti-day trips in Kenai Fjords, or sail from Seward to Whit­ti­er. You’ll be onboard a 45-foot Jean­neau Sun Odyssey with plen­ty of indoor and out­door space, includ­ing 3 cab­ins, 2 heads, a well-equipped gal­ley, spa­cious sit­ting area, and com­fy deck.

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. 

Sail into stun­ning Res­ur­rec­tion Bay dur­ing an inti­mate full-day or mul­ti-day cruise to see glac­i­ers and wildlife from Seward, Alas­ka. This 38-foot-long cata­ma­ran is per­fect for explor­ing the shim­mer­ing waters of Res­ur­rec­tion Bay. In an inti­mate group of no more than 6 guests, you can relax on board or sit out on the catamaran’s net­ting. And because the boat car­ries 4 tan­dem kayaks, you can pad­dle out onto the waters and get even clos­er to nature.  ...more