Ultimate 5-Day Skagway Adventure Itinerary Itinerary

Kick off your day with a visit to White Pass & Yukon Route Railway. Enjoy a scenic train ride through the breathtaking landscape, listening to the narrated history of the railway and the gold rush. For a mid-morning pick-me-up, stop by Glacier Smoothie Soaps & More for a refreshing smoothie and browse their unique Alaskan souvenirs.

After the train ride, indulge in a sumptuous lunch at The Red Onion Saloon, a historic restaurant with a colorful past. Then, take an invigorating hike on the Chilkoot Trail, following the footsteps of the gold seekers and immersing yourself in the untamed wilderness.

For dinner, experience the warm hospitality of the Prospector Restaurant. Savor Alaskan specialties as you reflect on the day's adventures. Cap off the evening with a visit to the Mascot Saloon Museum, where the spirit of the gold rush comes to life in the form of lively music and spirited drinks.

Start with a visit to the Skagway Self-Guided Gold Rush Audio Tour. This self-paced tour will take you through the historic streets of Skagway, providing insights into the town's gold rush past. Grab a quick coffee and snack at Alaska Liquor Store & Bar to enjoy on the go.

Enjoy a scenic drive to the Yukon Territory, where you can witness the stunning lakes, wilderness, and hidden gems of the region. For lunch, pack a picnic from Starfire, and find a tranquil spot to dine amidst nature's splendor. Return to Skagway and spend a leisurely afternoon at the Liarsville Gold Rush Trail Camp. Engage in the interactive exhibits and try your hand at gold panning, then relax by the waterfall with a sweet treat from the camp's bakery.

Dine at Northern Lights Pizzeria, where the wood-fired pizzas are a local favorite. After dinner, take a guided tour of the Ascot, learning about its rich history and perhaps trying your luck at the tables.

Explore the exhibits and artifacts at the Skagway Museum, gaining a deeper understanding of the town's history and culture. For a mid-morning treat, visit Glacier Smoothie Soaps & More for one of their specialty smoothies and browse their collection of handcrafted soaps.

Enjoy a delightful lunch at Gold Rush Dining Room at Westmark Inn Skagway, where the ambiance is as satisfying as the cuisine. Spend your afternoon at the Port of Skagway, exploring the maritime heritage and watching the ships come and go.

For dinner, head to Skagway Brewing Company and pair their craft beers with a menu of pub favorites. Cap off your day with a visit to the Alaska 360, where you can enjoy a drink with a view and reflect on your Alaskan adventure.

Start your final day with a scenic drive along the breathtaking Alaska 360, where you can capture the beauty of the surrounding landscape from different vantage points. Stop for a light breakfast at The Sweet Tooth Cafe to savor the morning with a view.

Satisfy your lunch cravings at Bonanza Bar and Grill, known for its hearty portions and friendly service. Afterward, visit the Skagway Overlook to take in the panoramic views and snap some memorable photos of the town and its stunning setting.

Conclude your Skagway adventure with a memorable dinner at The Sweet Tooth Cafe, where the menu offers a fusion of local and international flavors. Raise a glass to the experiences you've had in Skagway and enjoy the warm hospitality that the town is known for.