Rates & Dates

 

custom sailing trips alaska

Sailing Trips in Southeast 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 jets.  

2025
30 Apr  Herring Return – Wildlife Photography Dream trip (Sitka round trip) 5D/4N Available
15-18 May Introduction to Sailing Classes (spinnaker class!) 1 eve/1 day Inquire
22 May Alaska Islands & Hot Springs Adventure (Sitka to Juneau) 8D/7N Booked
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 Booked
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 Booked
14 July Glacier Bay National Park Expedition (Juneau round trip) 8D/7N 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 Booked
23 Aug Glacier Bay National Park Expedition (Juneau round trip) 8D/7N Booked
3 Sept Alaska Islands & Hot Springs Adventure (Juneau to Sitka) 7D/6N  1 cabin
13 Sept Sitka Sound Explore, Coho fishing, Whales (Sitka Round Trip) 5D/4N Inquire

 

 

2026
9 May Alaska Islands & Baranof Warm Springs (Sitka to Petersburg) – Little Norway Fest! 7D/6N Available
19 May Alaska Islands & Baranof Warm Springs (Petersburg to Juneau) 8D/7N Available
29 May Glacier Bay National Park Expedition (Juneau round trip) 10D/9N Available
10 June Glacier Bay National Park Expedition (Juneau round trip) 10D/9N Booked
22 June Alaska Islands & Tenakee Hot Springs (Juneau to Sitka) 7D/6N Available
1 July Outer Coast Adventure (Sitka to Juneau via Icy Strait) 8D/7N reserved
11 July Glacier Bay National Park Expedition (Juneau round trip) 10D/9N  2 cabins
23 July Alaska Islands & Tenakee Hot Springs (Juneau to Sitka) 8D/7N Available
6 Aug Outer Coast Adventure (Juneau to Sitka via Icy Strait) 8D/7N Available
16 Aug Glacier Bay National Park Expedition (Juneau round trip) 10D/9N Available
28 Aug Endicott Arm Glaciers (Juneau to Petersburg) 8D/7N Available
8 Sept Alaska Islands & Hot Springs Adventure (Petersburg to Sitka)  8D/7N Available

 


All-Inclusive Rates*

$4100 per person for 7 days/6 nights

$4650/pp for 8D/7N

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 Expedition Trips

$6300/pp for 10D/9N

$5800/pp for 8D/7N

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 (8-day trip).


Custom Sailing Trips

Additional days are $600/pp

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.  Contact us to talk about how we can create your perfect Alaskan adventure.


What’s Included in the Cost of Your Trip:

  • Lodging aboard the fully equipped S/V Bob
  • Specially curated meals featuring Alaskan seafood
  • Saltwater fishing (salmon and halibut) rods and tackle
  • Access to recreation equipment: kayak, paddleboard, crab & shrimp pots
  • All shore excursions – guided hiking, wildlife viewing, kayaking and fishing

Discounts

  • Book with a group of six and get a discount of 10%! 
  • Book by Nov 1 and receive the last season’s prices
  • Return guests receive a 10% discount
  • Shoulder-season trips are often discounted. Inquire.
  • The whole boat can be reserved even if you are unsure of the number of folks joining you. Contact us early to book.

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 whole boat rates.
  • 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.
  • 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 goofy brown boots.
  • Alcoholic beverages
  • Gratuities – Guests have the opportunity to leave a tip at the end of the charter.  Tips commonly range from 5-20% of the charter cost.

Payment

  • Four confirmed guests and a deposit of $500/cabin are needed to hold a reservation.
  • 50% deposit 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.
  • Deposits are non-refundable, but can be transferred to another party for the same dates or carried to a future date.  Purchase adequate trip insurance to cover the possible loss of funds.  You can get a free quote from Alaska based Expedition Broker by emailing travel@expeditionbroker.com.