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Top Sitka Trips & Tours in May 2025

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Discover Sitka in May 2025 on one of these 12 tours hand-selected by the travel experts at Adventure Life. Explore the best of during May 2025 as you enjoy Wildlife Viewing, Kayaking, Whale Watching, Hiking, and Village Visits. Prices for trips in May 2025 range from $3,995 to $21,300 for a vacation of 6 to 14 days. Choose any of the below 12 itineraries in May 2025 and customize it when you contact one of Adventure Life's expert Sitka trip planners.
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    • Sitka
Bald eagles resting
from $5,095
20% OFF
EXPLORE

Last Frontier Adventure

Sitka to Juneau - 8 Day Itinerary aboard Chichagof Dream
  • Explore Glacier Bay National Park
  • See marine life in Frederick Sound
  • Participate on hiking in Sitka
  • Kayak along the Waterfall Coast
Starts / Ends
Sitka / Juneau
Activities
Wilderness Lodge Exploration
Activity Level
Variable
Chichagof Dream's 8-day Last Frontier Adventure offers more time in the woods and a higher level of adventure. On this journey, visit Baranof Island, Endicott Arm Fjord, and Glacier Bay National Park.  
Cruise Details
0
Family hiking on a tour of Alaska
from $5,600
EBD 10%
EXPLORE

Northern Passages with Glacier Bay & Sitka

Juneau to Sitka - 8 Day Itinerary aboard Safari Endeavour
  • Attend Park Ranger presentations
  • Hike at Glacier Bay National Park
  • Spot bears, otters, and whales
  • See Krestof and Nakwasina Sounds
  • Observe puffins and sea lions
Starts / Ends
Juneau / Sitka
Activities
Stand Up Paddle Boarding
Activity Level
Variable
Set sail aboard the SafarI Endeavour from Juneau to Sitka, Alaska, on an 8-day voyage to the Glacier Bay National Park, Chichagof Island, and Peril Strait. By boat, kayak, and paddleboard, you may explore this breathtaking area and its animals. Also, hike Chichagof Island's waterfall coast and Glacier Bay National Park.
Cruise Details
0
Wrangell - St. Elias wilderness
from $5,995
20% OFF
EXPLORE

Alaska's Inside Passage Sojourn

9 Day Itinerary aboard Baranof Dream
  • Watch glaciers calve giant icebergs
  • Sail past Tracy Arm glaciers
  • Kayak along the Alaskan coastline
  • See Wrangell’s ancient petroglyphs
  • Visit Metlakatla’s Tsimshian commun
Starts / Ends
Ketchikan / Sitka
Activity Level
Variable
Sail through Alaska's Inside Passage on this 9-day Alaskan cruise on the Baranof Dream. Visit Ketchikan, Misty Fjords, Glacier Bay, and more. Encounter wildlife, visit indigenous sites, and experience the rugged beauty of the Last Frontier.
Cruise Details
0
Exploring Alaska's glaciers
from $5,395
20% OFF
EXPLORE

Last Frontier Adventure

8 Day Itinerary aboard Admiralty Dream
  • Explore Glacier Bay National Park
  • See marine life in Frederick Sound
  • Participate on hiking in Sitka
  • Kayak along the Waterfall Coast
Starts / Ends
Sitka / Juneau
Activity Level
Variable
This Last Frontier Adventure aboard Admiralty Dream is an 8-day small-ship cruise that offers more time in wilderness areas and a higher level of activity as you explore Alaska from Sitka to Juneau. The dynamic itinerary features hiking rainforest trails, kayaking in a glacial fjord, and scouting marine animals in Frederick Sound.
Cruise Details
0
Calm waters disturbed only by the flick of a whale's tail
from $4,003
Save 20%
EXPLORE

Alaska Escape: Haines, the Inian Islands and Tracy Arm Fjord

Sitka - Juneau - 6 Day Itinerary aboard National Geographic Sea Lion
  • Journey by kayak into dramatic bays
  • Raft the Chilkat River with guides
  • See Haines by raft, bike, or foot
  • View glaciers and icebergs
Starts / Ends
Sitka / Juneau
Activities
Village Visits, Hiking
Activity Level
Variable
Board the National Geographic Sea Lion on this 6-day Wild Alaska Escape cruise exploring the coasts and forests of Alaska. Visit ports such as Sitka, Juneau, and Haines, and wild islands of the inside passage.
Cruise Details
0
Get up close to amazing glaciers in Alaska
from $7,333
EXPLORE

Alaska's Inside Passage

Juneau - Sitka - 8 Day Itinerary aboard National Geographic Venture
  • View unique wildlife such as orcas
  • Visit Tracy or Endicott Arm fjords
  • Explore Alaskan ecosystems
  • Hike & kayak in Icy Strait
Activity Level
Variable
Explore Southeast Alaska aboard National Geographic Venture on its 8-day Alaska cruise from Juneau to Sitka. Hike over the spongy earth and float past massive icebergs, glaciers, and, with some luck, bears , humpback wales, wolves, moose, sea otters, orcas, sea lions, or mountain goats.
Cruise Details
0
Get up close to amazing glaciers in Alaska
from $6,095
20% OFF
EXPLORE

Alaska's Glacier Bay & Island Adventure

8 Day Itinerary aboard Alaskan Dream
  • Visit the renowned Tracy Arm Fjord
  • Relax at the Orca Point Lodge
  • View the world's tallest totem pole
  • Enjoy kayak and DIB in Saginaw Bay
Starts / Ends
Sitka / Juneau
Activity Level
Variable
Experience the serenity of raw wilderness in this 8-day Alaskan Dream cruise through Southeast Alaska, visiting places like Kuiu, charming Petroglyph Beach, glacial Tracy Arm Fjord, and Glacier Bay National Park. Enjoy shallow water expedition craft excursions, kayaking, hiking, and a relaxing evening at Orca Point Lodge.
Cruise Details
0
Downtown Juneau, Alaska
from $3,995
20% OFF
EXPLORE

North to True Alaska Expedition

6 Day Itinerary aboard Admiralty Dream
  • Visit Glacier Bay
  • Stroll the town of Skagway
  • Cruise Chatham Strait & Lynn Canal
  • Explore Alaska's coast
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 Admiralty Dream.
Cruise Details
0
Mendenhall Glacier
from $5,300
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
Starts / Ends
Vancouver, BC / Seward
Activities
Wildlife Viewing, Urban Exploration
Activity Level
Variable
Experience the perfect blend of city life and natural beauty in Vancouver, followed by Alaska’s majestic landscapes and wildlife on this 8-day cruise aboard the Silver Moon. Sail through Alaska’s Inside Passage and visit Ketchikan, Juneau, Skagway, Sitka and Seward for totem poles, glaciers, and historic sites.
Cruise Details
0
Get up close to amazing glaciers in Alaska
from $6,395
20% OFF
EXPLORE

Ice of the Inside Passage

Sitka to Ketchikan - 9 Day Itinerary aboard Baranof Dream
  • Watch glaciers calve giant icebergs
  • Journey through Endicott
  • Explore Wrangell
  • Visit the highlights of Juneau
Starts / Ends
Sitka / Ketchikan
Activities
Kayaking, Whale Watching
Activity Level
Variable
Sail through Alaska's Inside Passage on this 9-day Alaskan cruise on the Baranof Dream. Visit the ports of Sitka, Juneau, Wrangell, and Kasaan. Explore Glacier Bay National Park, Tracy Arm Fjord, Endicott Arm, and Frederick Sound in search of wildlife such as humpback whales, porpoises, and sea lions as you sail along the coastline.
Cruise Details
0
Bald eagles resting
from $12,680
EXPLORE

Treasures of the Inside Passage: Alaska and British Columbia

14 Day Itinerary aboard National Geographic Quest
  • Explore the San Juan Islands
  • Observe a traditional performance
  • Learn about the local cultures
  • Search for humpback whales
  • Kayak Misty Fjord’s waters
Activities
Biking
Activity Level
Variable
Explore the San Juan Islands, British Columbia’s Inside Passage, and Southeast Alaska on this exciting 14-day expedition cruise aboard National Geographic Quest. Enjoy exclusive encounters with this region's iconic wildlife, including bears, whales, eagles and more, as you hike & kayak through pristine temperate landscapes.
Cruise Details
0
Cruising the arctic waters
from $4,574
EXPLORE

Wild Alaska Escape: Haines, the Inian Islands, and Tracy Arm Fjord

Sitka to Juneau or reverse - 6 Day Itinerary aboard National Geographic Sea Bird
  • Journey by kayak into dramatic bays
  • Raft the Chilkat River with guides
  • See Haines by raft, bike, or foot
  • View glaciers and icebergs
Starts / Ends
Sitka / Juneau
Activity Level
Variable
Embark on exciting point-to-point kayak outings and long hikes along the forested coasts of Alaska on this 6-day Wild Alaska Escape Cruise from Sitka to Juneau aboard National Geographic Sea Bird. See bears, whales, and Steller sea lions. Enjoy a slice of Alaskan town life in Haines, known as the state’s ‘Adventure Capital.’
Cruise Details
0
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