Free Concierge Service
    Text or call (650) 414-7338
    Ask AIAI
    Ask AIAI
    Why travelers choose Greetwell

    Curated by our team

    Every experience is hand selected and approved by Greetwell.

    Personal concierge

    Real humans available to help before, during, and after your booking.

    Intimate & authentic

    Including unique in-home experiences you won't find anywhere else.

    Easy booking & cancellation

    Reserve in minutes with free cancellation on most experiences.

    Greetwell

    Experiences that stay with you long after the trip

    Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

    About

    • Our Story
    • For Experience Providers
    • For Hospitality Partners
    • For Developers

    Concierge Support

    • Help Center
    [email protected](650) 414-7338

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Cpt. Gary's Sitka Adventures

    Cpt. Gary's Sitka Adventures

    5.0 • 354 reviews
    Sitka, AK

    Born and raised in Sitka, Captain Gary has spent a lifetime navigating the coves and inlets of Baranof Island. His intimate 6-16 passenger outings pair wildlife expertise with warm storytelling, so each whale breach, bear sighting...

    Report an issue

    Book Cpt. Gary's Sitka Adventures

    Addon image

    Explore Sitka Beaches & Forest Trails on a 3-Hour Hike

    Hike Sitka’s beaches and rainforest trails with a local guide

    From$145person
    Addon image

    Guided Bears, Raptors & Totems Tour in Sitka

    See Sitka’s bears, raptors, and totems in a small group

    From$145person

    Review summary

    5.0
    Excellent
    354 reviews•Google Maps
    354
    0
    0
    0
    0

    Captain Gary clearly knows these waters inside and out, and his genuine passion for sharing Sitka's wildlife makes every trip special. Guests consistently rave about spotting humpback whales (often multiple sightings), plus sea lions, otters, eagles, and occasionally bears. His guides Ryan, Riley, and Abigail get equally enthusiastic praise for their knowledge and friendly approach. What stands out is how personable the experience feels—Captain Gary treats guests like family, frequently checks in on everyone's comfort, and takes time to answer questions. His small group tours on the Morning Glory create an intimate atmosphere that feels worlds apart from being herded around on larger cruise excursions. The full-day "Best of Sitka" tour combines morning whale watching with afternoon land excursions to places like the raptor center, bear rescue, and totem poles at the state park. Communication is reportedly excellent, with detailed information provided before tours. The boat itself gets consistent compliments for being clean, comfortable, and well-maintained. Families particularly appreciate how accommodating Captain Gary is with different ages and abilities, making everyone feel safe and included throughout the adventure.

    What people are saying

    Review 1 of 5
    5/5

    We did Gary's land and sea tour while visiting Sitka. Gary is an experienced captain and we saw humpback whales, sea otters, and more bald eagles than one could count. The land tour was with Ryan, an experienced guide with lots of inside and historica facts. They returned us to our ship with time to spare. 5 stars!

    Photo of Nick Taranik

    Nick Taranik

    May 19, 2026

    Review 1 of 1
    5/5

    We did Gary's land and sea tour while visiting Sitka. Gary is an experienced captain and we saw humpback whales, sea otters, and more bald eagles than one could count. The land tour was with Ryan, an experienced guide with lots of inside and historica facts. They returned us to our ship with time to spare. 5 stars!

    Photo of Nick Taranik

    Nick Taranik

    May 19, 2026