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Top Alaska Trips & Tours in May 2027

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Discover Alaska in May 2027 on one of these 26 tours hand-selected by the travel experts at Adventure Life. Explore the best of during May 2027 as you enjoy Kayaking, Wildlife Viewing, Whale Watching, Hiking, and Stand Up Paddle Boarding. Prices for trips in May 2027 range from $865 to $34,587 for a vacation of 5 to 16 days. Choose any of the below 26 itineraries in May 2027 and customize it when you contact one of Adventure Life's expert Alaska trip planners.
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Experience Alaska from the water, where serene kayaking encounters the raw beauty of the wild
from $6,700
EXPLORE

Northern Passages with Glacier Bay & Sitka

Juneau to Sitka - 8 Day Itinerary aboard Safari Endeavour
  • Kayak Glacier Bay waters
  • Search Chichagof brown bears
  • Navigate Baranof island fjords
  • Visit historic Sitka landmarks
  • Walk Sitka historic park
Starts / Ends
Juneau / Sitka
Activity Level
Variable
Travel 8 days from Juneau to Sitka aboard Safari Endeavour. Explore Glacier Bay National Park, Tongass National Forest, and remote islands. Activities include hiking, kayaking, and skiff tours. Wildlife sightings may include whales, bears, and seabirds.
Cruise Details
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Humpback Whale Alaska's Inside Passage
from $6,516
Save 10%
EXPLORE

Alaska's Inside Passage

Westbound - 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
Activities
Fishing
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
Tutka Bay hiking
from $10,905
EXPLORE

Tutka Bay Wilderness Lodge

4-8 Day Itinerary
  • Fish the deep sea for salmon
  • Visit Katmai National Park
  • Kayak around Tutka Bay
  • Tour an oyster farm in Sedovia
Activities
Wilderness Lodge Exploration
Activity Level
Relaxed
Visit Tutka Bay Lodge, a base camp for nature enthusiasts to explore the surrounding wild areas of Alaska. Join experts on guided adventures each day, including hikes up Broken Knife Ridge, kayaking Kachemak Bay, and sportfishing in the fjords around the lodge. Stay in cozy cabins with fine cuisine including wine-tasting and daily cooking classes.
Tour Details
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Kayaking around Alaska
from $6,300
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Wild, Woolly & Wow with Glacier Bay

Juneau Roundtrip - 8 Day Itinerary aboard Wilderness Legacy
  • Explore Glacier Bay National Park
  • Witness LeConte Glacier waters
  • Kayak Thomas Bay coastline
  • Observe coastal brown bears
Starts / Ends
Juneau / Juneau
Activity Level
Variable
Experience an 8-day voyage from Juneau to Juneau aboard Wilderness Legacy. Explore Glacier Bay National Park, LeConte Glacier, Thomas Bay, Kuiu Island, and Chichagof Island. Enjoy kayaking, skiff tours, hiking, and wildlife viewing while traveling through Southeast Alaska.
Cruise Details
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Alaska wildlife tours and brown bear fishing for salmon
from $9,500
EXPLORE

Alaska's Glacier Wilderness with Glacier Bay

Juneau Roundtrip - 8 Day Itinerary aboard Safari Quest
  • Explore Glacier Bay National Park
  • Discover orca and humpback whales
  • Enjoy wildlife viewing
  • Admire Alaska's natural beauty
Starts / Ends
Juneau / Juneau
Activity Level
Variable
Experience an 8-day Alaska Glacier Wilderness cruise from Juneau aboard Safari Quest. Visit Icy Strait, Chichagof Island, Admiralty Island, Frederick Sound, and Endicott Arm. Observe whales, bears, and glaciers while exploring remote bays, forests, and wilderness areas through guided hikes, kayaking, and skiff tours.
Cruise Details
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View of Mendenhall glacier on an Alaska cruise
from $5,700
EXPLORE

Glacier Bay Adventure Cruise with 2 Days in Glacier Bay

Roundtrip Juneau - 8 Day Itinerary aboard Wilderness Adventurer
  • Discover Glacier Bay National Park
  • Admire Alaskan wildlife
  • Visit Grand Pacific Glacier
  • Hike down Fairweather Mountain
Starts / Ends
Juneau / Juneau
Activity Level
Variable
Join the Wilderness Adventurer on this exceptional 8-day Alaskan Cruise where you'll discover Glacier Bay National Park, a 3,223,384 acre park located in Alaska's panhandle, Spend your days viewing wildlife like black and brown bears, eagles, sea otters, harbor seals, sea lions, sea birds and more as you sail from Sitka to Juneau.
Cruise Details
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Moose found on an Alaska wildlife tour
from $4,800
EXPLORE

Glacier Bay Adventure Cruise with 2 Days in Glacier Bay

Juneau Roundtrip - 8 Day Itinerary aboard Wilderness Discoverer
  • Discover Glacier Bay National Park
  • Admire Alaskan wildlife
  • Visit Grand Pacific Glacier
  • Hike down Fairweather Mountain
Starts / Ends
Juneau / Juneau
Activity Level
Variable
Join the Wilderness Discoverer on this exceptional 8-day Alaskan Cruise where you'll discover Glacier Bay National Park, a 3,223,384 acre park located in Alaska's panhandle, Spend your days viewing wildlife like black and brown bears, eagles, sea otters, harbor seals, sea lions, sea birds and more as you sail from Sitka to Juneau.
Cruise Details
0
Fireweed blooms before majestic Denali
from $7,200
EXPLORE

Denali Adventure by Rail and Trail with Fairbanks

Alaska Small Group Tour - 8 Day Itinerary
  • Walk with reindeer in Fairbanks
  • Guided hikes and kayak excursions
  • Wildlife Encounters
  • Experience Fairbanks gold mining
  • Scenic dome rail ride
Starts / Ends
Fairbanks / Anchorage
Activity Level
Relaxed
Round out your adventure before or after your Alaska cruise with an 8-day land tour visiting Fairbanks, Denali, Talkeetna, and Anchorage. Meet reindeer, pan for gold, explore Denali on a wilderness tour, hike and kayak in scenic parks, then continue your journey aboard Wilderness Adventurer, Wilderness Discoverer, or Wilderness Explorer.
Tour Details
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Port of Juneau, Alaska
from $4,800
EXPLORE

Alaska's Fjords & Glaciers with Ketchikan

Juneau to Ketchikan - 8 Day Itinerary aboard Wilderness Adventurer
  • Explore Endicott Arm Fjord
  • Visit Dawes Glacier
  • Whale Watching Frederick Sound
  • Experience Misty Fjords
Starts / Ends
Juneau / Ketchikan
Activity Level
Variable
Journey from Juneau to Ketchikan on an 8-day Alaska expedition cruise aboard the Wilderness Adventurer. Navigate fjords, glaciers, and remote waterways. Spot whales in Frederick Sound, seals at Dawes Glacier, and bears near Behm Canal. Experience kayaking, hiking, and skiff excursions through Alaska’s pristine wilderness and Misty Fjords.
Cruise Details
0
Beautiful Glacier Bay, Alaska
from $6,516
Save 10%
EXPLORE

Alaska's Inside Passage

Eastbound - 8 Day Itinerary aboard National Geographic Venture
  • Explore Sitka’s heritage
  • Visit Petersburg’s fishing town
  • Observe Inian Islands wildlife
  • Experience Glacier Bay’s fjords
Starts / Ends
Sitka / Juneau
Activities
Biking
Activity Level
Variable
Experience Alaska on an 8-day cruise from Sitka to Juneau aboard the National Geographic Venture, exploring fjords, glaciers, and marine wildlife. Immerse yourself in Glacier Bay National Park while learning about whale behavior from expert guides.
Cruise Details
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Beautiful Glacier Bay, Alaska
from $13,300
EXPLORE

Alaska’s National Parks by Land and Sea: Denali to Glacier Bay

Fairbanks to Juneau - 16 Day Itinerary aboard Wilderness Discoverer
  • Visit Denali National Park
  • Cruise Glacier Bay National Park
  • Explore Tracy Arm Fjord
  • Search Wildlife in Chichagof
Starts / Ends
Fairbanks / Juneau
Activities
Village Visits, Whale Watching, Wildlife Viewing, Kayaking, Hiking, Stand Up Paddle Boarding, Snorkeling, Land & Sea Exploration
Activity Level
Variable
Explore a 16-day Alaska journey from Fairbanks to Juneau aboard Wilderness Discoverer. Travel inland to Denali National Park, visit Talkeetna, and learn about regional culture. Continue by sea through Tracy Arm, Glacier Bay, and Chichagof Island with opportunities for hiking, kayaking, and wildlife viewing.
Cruise Details
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View of Mendenhall glacier on an Alaska cruise
from $6,100
EXPLORE

Adult Escape: Glacier Bay Adventure Cruise with 2 Days in Glacier Bay

Juneau Roundtrip - 8 Day Itinerary aboard Wilderness Discoverer
  • Discover Glacier Bay National Park
  • Admire Alaskan wildlife
  • Visit Grand Pacific Glacier
  • Hike down Fairweather Mountain
Starts / Ends
Juneau / Juneau
Activity Level
Variable
Join the Wilderness Discoverer on this exceptional 8-day Alaskan Cruise where you'll discover Glacier Bay National Park, a 3,223,384 acre park located in Alaska's panhandle, Spend your days viewing wildlife like black and brown bears, eagles, sea otters, harbor seals, sea lions, sea birds and more as you sail from Sitka to Juneau.
Cruise Details
0
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