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Near Haines, Alaska

Skagway Sea Kayaking Trips

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Discover the wild beauty of Alaska's Skagway on one of these 6 extraordinary kayaking tours for 2025 and 2026. Paddle through breathtaking landscapes, surrounded by snow-capped mountains and crystal-clear lakes. Encounter whales, seals, and sea lions, immersing yourself in a vibrant ecosystem. Engage with local communities to learn about their culture and heritage. Let the challenges and beauty of Alaska inspire personal growth and gratitude. Embark on a transformative journey, uniting with adventurers worldwide to protect our fragile planet. Our kayaking trips range from $4,200 for expeditions of 6 to 8 days days. Pick up your paddle and let's explore Alaska together! Contact one of Adventure Life's tour specialists to help plan your next seamless trip today!
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    • Skagway
Marvel at the striking icebergs
from $5,500
EXPLORE

North to True Alaska Expedition

Sitka to Juneau - 6 Day Itinerary aboard Alaskan Dream
  • Visit Glacier Bay
  • Explore Baranof Island
  • Stroll the town of Skagway
  • Cruise Chatham Strait & Lynn Canal
Starts / Ends
Sitka / Juneau
Activity Level
Variable
Experience Alaska’s famous wildlife, pristine wilderness bays and rainforest, kayak and skiff adventures, stunning Glacier Bay National Park, and three of the Inside Passage’s most historical and charming towns—Sitka, Skagway, and Juneau—on this 6-day cruise aboard Alaskan Dream.
Cruise Details
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Downtown Juneau, Alaska
from $4,800
EXPLORE

North to True Alaska Expedition

Sitka - Juneau - 6 Day Itinerary aboard Admiralty Dream
  • Totem Poles in Sitka
  • Kayaking Chatham Icy Straits
  • Glacier Bay Wildlife Viewing
  • Historic Streets of Skagway
Starts / Ends
Sitka / Juneau
Activity Level
Variable
Experience Alaska aboard Admiralty Dream on a 6-day voyage from Sitka to Juneau. Explore Sitka’s historic sites, kayak in Chatham and Icy Straits, witness Glacier Bay’s glaciers and wildlife, paddle in Lynn Canal, stroll Skagway’s gold rush streets, and discover Juneau’s culture and glaciers. Every day offers unmatched adventure.
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Kayak alongside glaciers on your Alaskan cruise
from $4,200
EXPLORE

North to True Alaska Expedition

Sitka to Juneau - 6 Day Itinerary aboard Chichagof Dream
  • Cruise Chatham Strait & Lynn Canal
  • Stroll the town of Skagway
  • Visit Glacier Bay
  • Explore Alaska's coastal wilderness
Starts / Ends
Sitka / Juneau
Activity Level
Variable
Embark on a 9-day Alaska adventure aboard Chichagof Dream from Sitka to Juneau. Explore Sitka’s cultural landmarks, voyage through Chatham Strait, and enter Icy Strait for wildlife viewing. Discover Glacier Bay’s glaciers, visit Lynn Canal’s secluded coves, and stroll historic Skagway before concluding in Alaska’s scenic capital city.
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Mendenhall Glacier
from $6,600
EXPLORE

Inside Passage and Gulf of Alaska Coastal Cruise

Vancouver to Seward - 8 Day Itinerary aboard Silver Moon
  • Witness Vancouver’s 360-degree view
  • Sail Alaska’s Inside Passage
  • Discover Ketchikan’s totem poles
  • Visit Juneau’s Mendenhall Glacier
  • Gold-rush history in Skagway town
Starts / Ends
Vancouver, BC / Seward
Activities
Hiking, Biking, Fishing
Activity Level
Variable
Join the Silver Moon for an 8-day Alaska cruise from Vancouver to Seward, exploring Vancouver, cruising the Inside Passage, spotting wildlife in Ketchikan, and enjoying glaciers and scenery in Juneau. Experience unforgettable nature, culture, and adventure throughout the journey.
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Look for whales in Alaska
from $6,600
EXPLORE

Inside Passage and Gulf of Alaska Coastal Cruise

8 Day Itinerary aboard Silver Whisper
  • Explore the city of Vancouver
  • Gaze at glaciers and icebergs
  • Admire Ketchikan's totems
  • Explore the scenery of Seward
Starts / Ends
Vancouver, BC / Seward
Activity Level
Variable
Through the Inside Passage and its fjord-carved glaciers, discover Alaska's breathtaking coastline beauty. Silver Whisper takes you from Vancouver to Seward. This eight-day journey around Alaska's coast provides a breathtaking view of Alaska's incredible wildlife and scenery.
Cruise Details
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Beautiful Glacier Bay, Alaska
from $4,800
EXPLORE

North to True Alaska Expedition

Sitka - Juneau - 6 Day Itinerary aboard Baranof Dream
  • Visit Glacier Bay
  • Explore Baranof Island
  • Stroll the town of Skagway
  • Cruise Chatham Strait & Lynn Canal
Starts / Ends
Sitka / Juneau
Activities
Whale Watching, Wildlife Viewing, Kayaking
Activity Level
Variable
Embark on a 6-day adventure aboard the Baranof Dream, exploring Alaska’s iconic wildlife, untouched wilderness bays, and lush rainforests. Enjoy kayaking and skiff excursions, marvel at the breathtaking Glacier Bay National Park, and visit three of the Inside Passage’s most historic and picturesque towns—Sitka, Skagway, and Juneau.
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