Sitka Sound • Alaska

Annahootz

Thoughtful stays and honest boat tours in Sitka. Built for people who want to slow down, look closer, and experience the place as it truly is.

Whale watching and boat tours in Sitka Sound

Our tours are led by Captain Jim Phillips, a lifelong Sitkan who spent most of his life as a hunting guide and knows this area inside and out.

Jim is one of those people everyone in Sitka seems to know and care about. Generous with his time, gentle with people, and deeply respectful of this place.

Nothing feels rushed or staged out there. You are just on the water, letting Alaska be Alaska.

Wildlife-forward

Routes adapt to what is happening today. Plans adjust to weather, water, and wildlife.

Small and personal

There is time for questions and photos. Nothing feels rushed.

Explore whale watching boat tours in Sitka Sound →
Meet your captain
Jim Phillips

Decades of guiding experience, deep local knowledge, and a steady presence on the water.

Local knowledge
Grew up on these waters
Guiding style
Steady, safe, respectful
Alaska sets the limits
Nothing forced. Nothing staged.
Float house stay
The Caboose

A floating cabin tucked into the quiet edges of Sitka waters. Warm, simple, and intentionally disconnected from the noise.

On the water
Right outside your door
Quiet by design
Unplug and reset
Cozy comfort
Warm, simple, thoughtful

Remote float house stay in Sitka, Alaska

The Caboose is not fancy or staged. It is simple, comfortable, and exactly what many guests say they were looking for.

It is not a hotel. It is a place to land, reset, and feel Sitka in your bones.

See the float house stay in Sitka, Alaska →

What guests say about the Caboose

Quiet mornings and quieter nights.

Southeast Alaska adventure, guided by locals

Annahootz was built from a simple idea: the best experiences are not rushed, overproduced, or loud. They come from spending time with people who actually live here and know the waters, forests, and tides by heart.

Everything here is shaped by that belief. Small groups. Real conversations. Enough space to let Sitka do what Sitka does.

Learn about your local Sitka host →
Shaped by this place

Built with Sitka knowledge and long familiarity with these waters.

Comfortable and simple

Everything you need, nothing you do not.

Annahootz Alaskan Adventures
Presence over pressure

You are not here to rush through a checklist. No schedules to race. No boxes to check.

Small groups
Space to breathe
Flexible routes
The day decides
Time-aware
Lingering is allowed

Come experience Sitka the right way

On the water, out by boat, or letting the day unfold there.