Skagway Sunset Sail

Skagway, this trip is for you!

Join us for a private (up to 6 people) sail!


Work hard and play harder! Bring a couple of friends or rent the whole boat. Did you know you live in the one of the windiest places in North America (most likely you do!)? It’s time to take advantage of all that breeze and join us for a relaxing and epic ride in your home waters! This sail is a little different than our day trips. We won’t stray too far south, and mostly cruise in front of town, to check out some of your local favorite spots…but from the water (Long Bay, Yakutania, Dyea)!


Sunset sails meet at Hopscotch in the Small Boat Harbor at 5:30 PM. We sail until approximately 7:30pm

Important Details:

  • Our Sunset Tours is Approximately 2 hours long. Sailing is very dependent on the weather, but we try to sail as much as possible!

  • We take a maximum of 6 guests on board, so please bring your friends!

  • Hopscotch has 4 heads (bathrooms) on board, a galley (we make sure to always have tasty treats, warm drinks, and plenty of comfy places to enjoy the magical ride.

  • For safety reasons we ask that all guests are at least 10 years old. Guests must also be able-bodied for walking on un-even and shifting surfaces. Guests are also required to wear low profile inflatable life vests (you won’t even know you’re wearing it!).


What you DO need to bring:

  • We ask that you bring a jacket and warm clothes. Even on the most gorgeous Alaskan Day, the wind on the water can be chilly. We have plenty of space to store any clothing you wish to stow.

  • We have plenty of snacks and drinks, but you are welcome to bring any food or drinks you wish to consume on board.