
Skagway Trail and Sail
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September 2026
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Who is going?
Adults
Age 13 and over
Children
Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
4.8/5
Based on 11 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Skagway Trail and Sail worth booking?
Skagway Trail and Sail is a 6-hour experience in Skagway, United States, from $314 per person. It scores 62 out of 100 on the Outty Ranking, which we label “Solid Choice”, based on a 4.8/5 rating across 11 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 62 / 100
- Rating
- 4.8/5 (11)
- Duration
- 6 hours
- From
- $314 per person
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 waterfa
What you get
About this experience
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.
What's included
Included
- Helmet and lock included
- Use of Ebike
- Lunch
What you'll see and do
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.
15 minutes here
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.
5 minutes here
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.
30 minutes here
Inside Passage
Sail the uppermost part of Alaska's famous Inside Passage. Explore waterfalls along the Taiya Inlet aboard the sailing vessel Hopscotch.
180 minutes here · Admission included
Skagway Overlook
Experience a bird's eye view of Skagway from the overlook.
15 minutes here
Where it starts and ends
Meeting point
Skagway
Meet us at our Ebike shop on the corner of 5th Ave and State St. in the heart of Skagway.
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
Our tour finishes at the Skagway Small boat harbor where the SV Hopscotch ties up. From here its a short walk to the cruise ships or back to town. These is also a city shuttle that circulates people through town and to the ships.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Thu, Fri, Sat
- Group size
- Up to 6 travelers per booking
- Operated by
- Klondike Electric Bicycles
Know before you go
- 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
Photos





What travelers are saying
Outty’s summary of the themes that recur across 9 traveler reviews. Written by us, not quoted from reviewers.
Photo opportunities
4 mentionsThe views and photo stops come up again and again.
Food and drink
3 mentionsThe tastings and food stops are a highlight for most reviewers.
The guide
2 mentionsTravelers single out the guide as the reason the experience works.
Knowledge and storytelling
2 mentionsReviewers describe the commentary as informative rather than scripted.
Traveler reviews
9 verified traveler reviews for Skagway Trail and Sail. Ratings and reviews provided by Viator and Tripadvisor.
The Most Amazing Excursion!!!!
This was a fantastic and amazing experience. Completely filled the day with adventure, laughter and joy. The E bikes were easy to operate plenty of instruction given and so fun and we felt like we saw things at our own pace. The sailboat was the most amazing experience. We saw plenty of wildlife, and the crew was second to none who completely made sure we were taken care of comfortable safe and enjoying our experience they went above and beyond. Do not hesitate to book.
Response from the operator: Thank you so much for allowing us to be part of your day while you visited Skagway! We are so glad you enjoyed your day!
via Viator
Trip Highlight
A highlight of the trip! Great bikes that were fun and easy to ride! Great instructions for self led tour. Would recommend 100% the company was also great to work with when getting bikes.
Response from the operator: Thank you so much! We are so glad you enjoyed your ride with us!
via Tripadvisor
Great Place
They were very friendly, courteous, informative about their vehicle. They even had a notebook in the car that guided you in which place you were in at the time of question. I would highly recommend them for your excursions while you are in Alaska.
Response from the operator: Thank you so much! WE appreciate you so much!
via Tripadvisor
Be aware of the road to Dyea
The sail was cancelled. I booked the ebike. The staff is super friendly and helpful. Be aware however that the dirt road to Dyea is hardpacked washboard with much loose gravel and stones making for unsteady balance. Narrow road also has tour shuttles, trucks and large SUVs pass by near you. Scenary was super.
Response from the operator: Thank you so much for renting bikes with us despite the cancellation of your sailing. We are so glad you enjoyed the scenery! Sorry that the road was rough on the day of your ride! Sometimes when it is drier outside, it can cause a rougher ride!
via Viator
Trail and sail
We did the trail and sail. E-bikes were so fun! We went to the most beautiful place on earth! Then we did the sailboat ride- Brendon was very knowledgeable and friendly! We didn’t get to get out of the cove- which I think might have been due to lack of wind??? Other than that, it was beautiful and relaxing. We saw a seal and a bald eagle. No whales but he told us this isn’t the place to see them.
Response from the operator: Thank you so much for riding and sailing with us! We are so glad you enjoyed the e-bike ride! We are kind of partial...but we think it is the most beautiful ride!
via Viator
Good to know
- Duration
- 6 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Thu, Fri, Sat
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 4
- Verdict
- Solid Choice
Why this scores 62
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Skagway Trail and Sail: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Skagway.
How much does Skagway Trail and Sail cost?
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Prices start at $314 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Skagway usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Skagway Trail and Sail take?
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Plan for about 6 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Skagway is not rushed.
Is Skagway Trail and Sail worth it?
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It holds an Outty Ranking of 62 out of 100, which we label "Solid Choice". That score blends traveler sentiment (4.8/5 across 11 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Skagway, and how flexible the cancellation terms are.
Can I cancel or reschedule Skagway Trail and Sail?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Skagway Trail and Sail suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 6-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Skagway Trail and Sail?
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Around 4 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Skagway can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Skagway and add a light layer if any part of the 6-hour experience runs outdoors or after sunset.
Where does Skagway Trail and Sail start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Skagway within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Skagway?
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Skagway is a Klondike Gold Rush town built for excursions: White Pass and Yukon Route rail trips, Yukon border drives, glacier flights, dog sledding on ice fields and gold panning. On Outty we rank every Skagway experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Skagway Shore Excursion: Full-Day Tour of the Yukon, Skagway City and Summit Tour, Skagway Shore Excursion: Half-Day Tour to the Yukon Border and Suspension Bridge. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Skagway?
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May to September, the cruise season. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Skagway?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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