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.

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.

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. 

Fly from Anchor­age by sea­plane to the North­west Odyssey, anchored off the coast of Kat­mai Nation­al Park. This lux­u­ri­ous yacht will be your home base for spec­tac­u­lar bear view­ing and fish­ing in uncrowd­ed waters.

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

Spend the after­noon, or a few days explor­ing the waters of Res­ur­rec­tion Bay and Prince William Sound aboard the M/V Car­o­line, a beau­ti­ful cus­tom-built yacht set for adven­ture! It’s the per­fect set­ting for a fam­i­ly or small group vaca­tion. Fill your days loung­ing on the fly­bridge, fish­ing, kayak­ing, strolling beach­es and cruis­ing to your next fan­tas­tic destination.

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.

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

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.

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. 

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.