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Guides

Skagway Guides

Practical how-to articles for your port call.

Written and reviewed by our editor, Greg Peters. Confirm hours, prices and availability with the operator before you go.
Port guide

Skagway Cruise Port Guide

The docks, walking times, the town bus, wifi, accessibility and getting back to the ship on time.

Packing

What to Wear in Skagway

Layers, rain gear and shoes for a day ashore.

Itinerary

How to Spend One Day in Skagway

A practical plan for a typical cruise port day.

Excursions

The White Pass & Yukon Route Railway

What to expect from Skagway's signature ride.

Wildlife

Bear Viewing from Skagway

When and how to see brown bears.

Hiking

The Chilkoot Trail Near Skagway

A short taste of the historic stampeders' route.

Eat & Drink

Where to Eat in Skagway

Seafood, brewpubs and quick bites near the docks.

History

The Klondike Gold Rush in Five Minutes

A short primer before you arrive.

Planning

Rainy Day in Skagway

Indoor ideas when the weather turns.

Hiking

Hikes from the Cruise Dock

Three free trails you can walk to from the ships, with Park Service distances and times.

Road trip

A Day Trip into the Yukon

Over White Pass to Carcross and Emerald Lake: passports, stops and timing.

Wildlife

Bears around Skagway: what visitors and hikers need to know

Black and brown bears live right around town, in Dyea and along the Chilkoot. Here is how to stay safe, what to know about bear spray, and where to watch bears the easy way.

Wildlife

What wildlife you can see around Skagway, and when

A month-by-month guide, May through September, to the whales, seals, eagles, goats, bears, salmon and even toads near Skagway, with where to look on a day in port.

Hiking

The Chilkoot Trail: day hikes, permits and the closed border at the pass

How to sample the Gold Rush's most famous trail on a port day, and what it takes to backpack it now that the border at the pass is closed to hikers.

Hiking

Day hikes you can walk to from the cruise docks

From a one-hour stroll to Yakutania Point to an all-day climb up AB Mountain, here are the trails you can reach on foot from the ship, plus one you reach by train.

Excursions

How to choose a Skagway excursion for your time in port

Train, Yukon drive, helicopter, Haines ferry, river float or a free history walk: how to match a Skagway excursion to your hours ashore, your budget and the weather.

Railway

Riding the White Pass & Yukon Route: which trip, which side, what to bring

A practical guide to the White Pass & Yukon Route railway: the 2026 trip options, where to board, which side to sit on, passport rules for Canada and what to pack.

Get your Skagway day plan for your ship date

Sign up and we’ll take you to a printable plan for your ship’s hours in port: dock, times, a timed walking plan and the map. Then one email a month with ship schedules, crowd-beating tips and seasonal openings.