Rates & Dates


custom sailing trips alaska

Custom Sailing Trips in SE Alaska

We fill up! 

Trips typically sail between Sitka, Petersburg, and Juneau and are customized to your interests. All of these cities (including Gustavus for Glacier Bay) are served by daily jet service.  Get 2024 rates for next year until Aug 1!


2-Aug Glacier Bay National Park Expedition (Bartlett Cove round trip via Gustavus) 6D/5N Booked
12 Aug Glacier Bay National Park Expedition (Juneau round trip) 10D/9N Booked
25 Aug Alaska Fjords and Glaciers-Endicott Arm Wilderness (Juneau to Petersburg) 10D/9N Booked
7 Sept Alaska Islands & Hot Springs Adventure (Petersburg to Sitka) 8D/7N 1 cabin open



23 Apr  Herring Return – Wildlife Photography Dream trip (Sitka round trip) 7D/6N Available
15-18 May Introduction to Sailing Classes 1 eve/1 day Inquire
23 May Alaska Islands & Hot Springs Adventure (Sitka to Juneau) 7D/6N Available
2 June Glacier Bay National Park Expedition (Juneau round trip) 10D/9N Booked
14 June Alaska Islands & Hot Springs Adventure (Juneau to Sitka) 7D/6N Available
25 June Baranof and Admiralty Islands Exploration  and Hot Springs (Sitka to Petersburg) 7D/6N Available
4 July Endicott Arm Glaciers, Independence Day (Petersburg to Juneau) 8D/7N Reserved
14 July Glacier Bay National Park Expedition (Juneau round trip) 10D/9N Booked
30 July Glacier Bay National Park Expedition (Juneau round trip) 10D/9N Booked
11 Aug Icy Strait Exploration – Outer Coast Chichagof Is. and Hot Springs (Juneau round trip) 8D/7N Available
21 Aug Glacier Bay National Park Expedition (Juneau round trip) 10D/9N Available
1 Sept Alaska Islands & Hot Springs Adventure (Juneau to Sitka) 8D or 10D Available
12 Sept Sitka Sound Explore, Coho fishing, Whales (Sitka Round Trip) 5D/5N Inquire


Please inquire for our exclusive rates if you want the whole boat (you decide how many folks).  Book with a group of six and get a discount of 10%!

Sailing Trips 2024

$3,950/person for 7 days/6 nights

$4,500/person for 8D/7N

$5,650/person for 10D/9N

Seven day/six night sailing trips are a great way to see incredible Southeast Alaska. We can’t think of a better vacation! You will get the whole experience of sailing the fjords, hiking remote trails, seeing wildlife in their natural habitat, fishing for salmon or halibut, and kayaking among the myriad islands.  Some trips are better with an extra day to explore glacier fjords, sail further, fish for more halibut or watch frolicking humpback whales so we have an eight day/seven night option too.  Want the most flexibility to allow more of everything?  Try our ten day/nine night option.  All trip itineraries are customized for your interests.

Glacier Bay Trips 2024

$6,175/person for 10 days/9 nights

This is the country’s premier park and – lucky us – only a limited number of boats are allowed each day.  The scenery is fantastic and you will not forget the thunder of tons of ice calving off the face of the glaciers, or the abundant wildlife! We sail to and from Juneau on this ten day trip spending two days traveling to Glacier Bay National Park on either end with 6 full days/5 nights exploring this crown jewel of the National Parks in Alaska. Don’t have 10 days? Shorten a Glacier Bay trip by flying out of Gustavus after seeing the glaciers (same price as a non-Glacier Bay 10-day trip).

Custom Sailing Trips Alaska

Additional days start at $600/person

Longer trips are available and encouraged! The only thing better than a week sailing in Alaska is 2 weeks aboard Sailboat BOB! Longer time periods offer the opportunity to explore a larger area for more hiking, kayaking, sailing, fishing, or other activities with less time spent in travel each day.

What’s Included in the Cost of Your Trip:

  • All meals and non-alcoholic beverages
  • Bedding, towels and linens
  • Saltwater fishing (salmon and halibut), shrimp and crabbing gear
  • All shore excursions – guided hiking, wildlife viewing, kayaking and fishing


  • Book with a group of six and get a 10%  discount
  • Book by Aug 1 and receive the current year’s prices for a trip next year
  • Return guests receive a 10% discount
  • Shoulder-season trips are often discounted. Inquire.

Call us or with any questions.

Fine Print

  • Prices are per person based on double occupancy.
  • We normally take 6 people (in three double cabins).
  • If you would prefer a double cabin for one person there is a 50% surcharge.
  • If your group does not fill the entire boat, we may book the other cabins.  If you would prefer to have the entire boat, inquire about our exclusive charter rates.
  • Four confirmed guests and a deposit of $500/cabin are needed to hold a reservation. 50% of the trip total is due Feb 1st. The remainder is due at departure.
  • Trips may be subject to sales tax depending on the trip itinerary and ports of call.
  • Trips typically sail at 9:30am on departure day and return at 10:00am on the last day.

What’s Not Included in the Cost of Your Trip:

  • An Alaska state fishing license – required for anglers unless younger than age 16.  You should obtain your own before we leave the dock.  This is reasonably priced and is available online from the link above. You will never eat fresher seafood, but you’ll need a license to catch it. Depending on season, you might want a king (chinook) salmon stamp as well. Contact us first.
  • Airfare, ferry tickets, taxis, transfers or land accommodation before or after trip
  • Knee-high rubber boots. You will want these. Trust us. Seriously, get the boots.
  • Alcoholic beverages*
  • Gratuities

*Because of Alaska liquor laws, alcoholic beverages are not provided, but can be found or ordered from a number of fine liquor stores near our departure docks. We provide the mixers (Bloody Mary mix, margarita mix, pina-colada, tonic, etc…).


It’s a big trip so best to protect it.  If you cannot make the trip, we will make every attempt to fill your spot.  If your spot is filled, we will refund any money paid except for a $250 fee per person.  Otherwise it is up to you to purchase adequate insurance to cover the possible loss of funds.  You can get a free quote from Alaska based Expedition Broker by emailing travel@expeditionbroker.com.