Two for the Win

How to Book the Real Alaska (Wanderlust Wednesday)


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Think an Alaskan cruise is “seen it” scenery? With the right route and a few land nights you’ll be telling stories for years. In this Wanderlust Wednesday, Nick and Wil walk you through when to book and which cruise lines actually deliver the full Alaska. Hear port highlights and smart Black Friday & World Cup tips that affect gateway hotel rates. 

Perfect for anyone planning Alaska for 2026.



Key Takeaways:

  • Q4 is the prime season for booking Alaska cruises before cabins fill up in January and February.
  • Alaska is one of the most competitive destinations for stateroom selection, making early booking crucial.
  • Sailing from Seattle or San Francisco gives limited Alaska exposure and misses the true northern region.
  • The most authentic Alaska itineraries sail between Vancouver and Anchorage.
  • A passport is required for Vancouver to Anchorage sailings since they involve Canada.
  • The ideal Alaska experience includes both a cruise and a three to five-day land tour.
  • The Whittier to Denali train journey is one of the most iconic and scenic rail experiences in Alaska.
  • Popular ports like Ketchikan and Juneau offer wildlife views glaciers and unique cultural excursions.
  • Alaska’s cruise season runs from mid May to mid September with June and July being top choices for weather.
  • Black Friday travel deals can offer significant savings on Alaska itineraries and add ons.



Music is provided by DJ Aytiwan. Follow or contact Aytiwan on Instagram: Aytiwan Music



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Two for the WinBy Nick Mornard & Wil Schmidt

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