Haines & Skagway Multi-Sport Tour
Discover the wonder of Southeast Alaska while you bike, hike, and kayak in Haines & Skagway!
Experience the best nature has to offer as you bike along fjords, hike atop a glacier, and kayak through pristine waters.
Dates: August 24 – 29, 2025
Cost: $3295 per person
Duration: 6 days, 5 nights
Activity Level: Moderate
Spend 6 days hiking, cycling, and kayaking through the adventure capital of Alaska.
Sitting amid the convergence of towering mountains, massive glaciers, and flowing rivers are the southeast Alaska hamlets of Haines and Skagway. The jaw dropping scenery is equally as impressive as the unique cultural, natural, and historic characteristics which give each town its one-of-a-kind charm.
Explore the quiet corners of Haines where coastal rainforests, turquoise blue waters, and snowcapped mountains invite intrepid
travelers to commune with a bounty of world-class outdoor adventure. Then, you’ll take a ferry to Skagway known for its bustling charm, storied past, and unrivaled scenery. Both towns offer endless opportunity to explore the majestic natural and human history of Southeast Alaska, and we’ll spend 6-days tapping into the best of what these Inside Passage playgrounds have to offer.
Trip Highlights
- Spend the day kayaking at the foot of sky-high peaks and hanging glaciers
- Unplug at our luxury camp sitting along the crystal blue waters of the Chilkat Inlet
- Cycle along the historic Haines Highway in route to the Jilkaat Kwaan Heritage Center
- Ferry through the longest and deepest fjord in North America
- Bike from the gold rush town of Skagway to the ghost town of Dyea
- Hop aboard the White Pass & Yukon train in route to our hike along the Laughton Glacier
What’s Included
- Five nights accommodations* in historic inns, charming yurts, and modern hotel rooms
- Admission to heritage center or museum
- All park usage and permit fees
- Cycling and kayaking equipment
- Round trip train tickets aboard the White Pass & Yukon Route railway
- All gratuities related to services that support the itinerary, other than lead and assistant guide
- Transfers to/from airport or ferry
- All meals as noted in the daily itinerary
*Note = Price is based on double occupancy. An additional $400 single supplement fee will apply for those requesting solo accommodations.
Trip Details
Arrival | Haines AK. Alaska Seaplanes or the Alaska Marine Highway System from Juneau are the most common arrival methods.
Departure | Skagway AK. Alaska Seaplanes or the Alaska Marine Highway System are also the main options to get to Juneau.
Capacity |Tour minimum is 4, maximum is 12
Bikes | Trek Dual Sport, Salsa Journeyer, or Trek Allant+ E-bikes included. Each bike is equipped with a light weight rear rack and trunk bag for gear storage while riding. You are also welcome to bring your own bike. We can assist with assembly and post-trip boxing.
Vehicle Support | A 15 passenger van will be available each day for tour support and to transport gear.
Other Equipment | All kayaking gear provided including kayaks, paddles, PFDs, and spray skirts. Trekking poles available for hikes. Helmets available.
Tour Equipment
Itinerary
Day 1
Meet your guides in Haines before hiking to Battery Point.
Welcome to Haines, Alaska!
We meet our guides and traveling companions at our hotel this afternoon. After introductions we’re off on a scenic hike to Battery Point. Surrounded by vibrant green coastal rainforest, we’re quickly enveloped in the quintessential beauty of Alaska’s Inside Passage. After popping out of the forest onto a small rocky beach, we are treated to spectacular views of Chilkoot Inlet where we’ll scan the surrounding waters for possible sightings of harbor seal, Stellar sea lion, and Humpback whale. Back in Haines we’ll enjoy our first dinner together before retiring to one of Haines’ most beloved and historic hotels. Dinner included.
Hiking: 4 miles, elevation gain/loss: ~500′
Day 2
Cycle from Haines to Klukwan and visit the Jilkaat Kwaan Heritage Center
Today we bike along the historic Haines Highway. First used as a transport route for indigenous communities, the scenic highway also passes through the 48,000-acre Chilkat Bald Eagle Preserve. We’ll enjoy a picnic lunch outside the Jilkaat Kwaan Heritage Center located in the Chilkat Tlingit community of Klukwan. We’ll then spend time exploring the center which is home to a rich array of precious ancestral artifacts. We’ll finish the day with a return ride along the Haines Highway before a hearty dinner at our luxury camp. All meals included.
Cycling: 44 miles on mostly paved highway with gentle undulations and curves. Elevation gain/loss – 1950’
Important Note: All guests have the option of selecting an e-bike for today’s ride.
Day 3
Spend the day kayaking through the turquoise blue waters of Chilkoot Inlet or Chilkoot Lake
This morning, we begin a remarkable journey to one of the area’s most beautiful kayaking destinations. Before hopping in our kayaks, your guides will provide a thorough orientation to our final route, our tandem kayaks, weather, gear, and will also provide a refresher on kayaking strokes, safety, and boat handling. Our final itinerary will be selected based off weather and water conditions. Whether we head to Chilkoot Inlet or Chilkoot Lake, both routes offer a spectacular guided opportunity to explore the remarkable waters of southeast Alaska. All meals included.
Kayaking: 7-10 miles, approximately 6 hours
Day 4
Hop on the fast ferry from Haines to Skagway before biking to the ghost town of Dyea
Welcome to Skagway!
This morning, we depart for the second leg of our journey and the northernmost point of Alaska’s Inside Passage. The bustling town of Skagway has a rich and storied past as Skagway was one of Alaska’s key entry points into the heart of the Klondike Hold Rush. In 1976 the National Park Service designated three areas within and surrounding Skagway as the Klondike Gold Rush National Historic Park – a 4th unit is in Seattle, WA. After arriving in Skagway, we’ll check into our hotel before hopping in the saddle for a ride to Dyea, a ghost town nestled in the Taiya River Valley. Later this evening we’ll have a bit of time to explore Skagway on our own before enjoying dinner at the Skagway Brewing Company. All meals included.
Cycling: 18 miles on mixed pavement and gravel surfaces; Elevation gain/loss – 1400’
Day 5
Ride the White Pass & Yukon Route to the Laughton Glacier Trailhead
This morning, we hop aboard one of the most unique modes of trailhead transportation, the White Pass & Yukon Railway. First opened to passengers in February of 1899, the route over White Pass offers tourists a glimpse into the past and hikers a convenient option to journey into the heart of the Tongass National Forest. We’ll disembark the train in the middle of the woods surrounded by Sitka spruce and moss covered forest floor. Our gentle hike brings us to the toe of the mighty Laughton Glacier where we’ll get the once in a lifetime opportunity to enjoy the breathtaking views, exposed crevasses and moulins, and other fascinating features of the great frozen river of ice, ever-changing in the harsh Alaskan environment. We’ll retrace our footsteps back to the train platform and head back to Skagway on the train. This evening we’ll have a farewell dinner at the Alaskan Fish Company. All meals included.
Hiking: 7 miles. Elevation gain/loss – 921’
Day 6
Depart Skagway on your own
Breakfast this morning is provided at our comfortable accommodations in Skagway. The remainder of the day has been reserved for your journey out of Skagway, although transportation out of Skagway will need to be arranged on your own. There are several options available, including both ferries and flights. Before your departure, you can opt to use a bike to explore on your own or head out on a self-guided hike on one of many trails accessible from town. Breakfast included.
Lodging
Night 1: The Hotel Halsingland is an historic building that dates back over a century to the original Fort Seward US Army outpost.
Nights 2 & 3: The Chilkat Inlet Retreat features charming yurts and a beautiful main lodge for gathering.
Note: Price is based on double occupancy. An additional $400 single supplement fee will apply for those requesting solo accommodations. Limited single rooms available at the Chilkat Inlet Retreat.
