Skagway Trail and Sail

Overview

This eco-friendly tour of Skagway is like no other experience around! Your tour starts at Klondike Electric Bicycles where you will join us for a self-guided ride to some of Skagway's best sites! You will visit a waterfall, scenic vistas, the Gold Rush Cemetery, the Skagway overlook, and Nakhu Bay.
Your E-Bike Tour will end at the Small Boat Harbor, where you’ll meet Capt. Brendan, then board the 50’ sailing sloop Hopscotch! You will have a charcuterie box waiting for you to enjoy during your sail. Explore the longest deepest Fjord in North America sailing past waterfalls and hanging glaciers…AND if you are lucky, we may even see eagles, whales, and seals.

City: Skagway

Sun 01 Jun

Other dates

You can choose the date already on the booking website

Starting at $265.00

Make a reservation

Sun 01 Jun

Starting at $265.00

Make a reservation

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What's Included

Use of Ebike

Helmet and lock included

An artisan selection of meats and cheeses will be presented on board the sailing vessel.

Additional Info

Public transportation options are available nearby
Not recommended for travelers with spinal injuries
Not recommended for pregnant travelers
Not recommended for travelers with poor cardiovascular health
Travelers should have at least a moderate level of physical fitness

What To Expect

Gold Rush Cemetery

Learn about the early days of Skagway, the town once described as "Only a little better than hell on Earth" Dive into the Life and Death of The Heroes and Villains and how they met their end.

Lower Reid Falls

A short guided walk bring you to Lower Reid Falls. Named after the "Town Hero," this 65ft waterfall is sure to make for some amazing photos and memories.

Skagway Alaska Downtown

Ride along Broadway St. View the historic gold rush era buildings and learn about Skagway's part in the Klondike Gold Rush.

Inside Passage

Sail the uppermost part of Alaska's famous Inside Passage. Explore waterfalls along the Taiya Inlet aboard the sailing vessel Hopscotch.

Skagway Overlook

Experience a bird's eye view of Skagway from the overlook.

Show 2 more stops

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Traveler Photos

Reviews (3)

Tom94563

May 2024

We rented e-bikes from Klondike Electric Bikes and sailed with Brent on Hopscotch. A great day!! The e-bikes from Klondike were very good quality and the people running the shop were very helpful giving us instructions and a map. Exploring the Skagway area on an e-bike is the best way to experience the area! Sailing on Hopscotch was perfect. Brent let is take the helm and sail; the food provided was high quality; and the scenery from the water was beautiful!! Highly recommend these two experiences!!

Response from Host

Jul 2024

Thank you so much for Sailing and Trailing with us! We are glad that you were able to experience Skagway in this manner! We appreciate you!

416grantd

Apr 2024

Skagway Trail and Sail is an innovative activity for the adventurous cruiser who wishes to avoid the crowds and enjoy the scenic beauty that Skagway has to offer. Picking up your e-bike is very easy and the super friendly staff clearly explain everything you need to know. The bikes are powerful and have a twist throttle which you can use to power up hills or on the flats, so you need have no concerns at all for your fitness. The route takes you out of town to the cemetery and to Nakhu Bay, the very top of the Inside Passage. Be sure you find the track down to the beach and check out the view, it is fabulous. After cycling back to town we headed to Small Boat Harbour, locked up our bikes and waited for our sailboat crew, Brendan and Branden, two very friendly and engaging tour guides. The boat, Hopscotch, is a lovely 50ft sailboat that glides smoothly through the water with ease and Captain Brendan does a fabulous job ensuring that swaying is kept to a minimum. We were fortunate to have a fabulous sunny day and spent most of our time sitting up the front on the bow in the comfy beanbag chairs, but it is also great sitting in the rear cockpit engaging in great conversation with Brendan and Branden. Of course, there is the cabin below also but we did not use that area. We had been on small boats but never a larger yacht under sail so it was a terrific experience for us. Once we had motored up the bay and Captain Brendan set the sails and turned off the engine we sat back and enjoyed the thrill of sailing. It was wonderful to experience the power of the wind in such a majestic natural surrounding. We spotted some eagle nests and harbour seals playing as well. Nicole from the bike hire had provided a terrific charcuterie lunch for us, but being over-fed on our cruise ship we only ate a little of it and unfortunately were not able to take any of it back onto our ship. To enjoy this tour you need to be able to confidently and competently ride a bike. In terms of the boat, there is a bit of a step up but once you are on you could just stay in the cockpit or go up front which requires some balance, but the crew is there to assist. Dress warmly for both activities and take gloves for cycling, it can get cold speeding along on the ebike.

Response from Host

May 2024

Thank you so much for spending the day with us on our Trail & Sail! So grateful that you had a great time with both activities!

D1209SDcraigb

Jun 2023

We were not able to book the biking portion of the excursion due to it not being available at the time of our trip, however we did get in touch with Brandon at SailSkagway.com to book the sailing portion of the trip. Communication was excellent and he touched base with us before the trip. Easy to get in touch with even after the excursion. He and his First mate Sierra made the trip so enjoyable. We had been scheduled to sail with another couple who cancelled on Brandon at the last minute. I assumed that he might cancel but he took us out on a private adventure. He and Sierra had fresh baked goodies to eat on the boat and they both were actively taking photos of us when they could and forwarded them to us. Giving us some special memories. We were fortunate enough to get to see a Humpback whale and her calf. Which is unusual for that area, we were told. Brandon stopped the boat while we all took photos. Even before the sail started Brandon spotted a sea otter on the dock which he took us down to see and photograph. Having taught sailing and having my own sailboat, he even allowed me to pilot the boat for a period of time. We even have photos of my wife at the helm, even though she was not keen of sailing it herself. Super Adventure, great Captain and crew. Highly recommend this outing. He also does longer multi- day trips on his 50 foot sailboat. Tried to upload photos but format not supported.

Response from Host

Jun 2023

We are so sorry that bikes were not available for the date you were in town...but we are so thankful that you had the chance to sail with Brandon and Sierra. They are the best and it sounds like you had a WONDERFUL adventure! Thank you for sharing your experience with us!