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Top Alaska Trips & Tours in May 2027

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Discover Alaska in May 2027 on one of these 24 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 15 days. Choose any of the below 24 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
EBD 10%
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
0
Humpback Whale Alaska's Inside Passage
from $6,516
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
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
EBD 10%
EXPLORE

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
0
Alaska wildlife tours and brown bear fishing for salmon
from $9,500
EBD 10%
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
0
View of Mendenhall glacier on an Alaska cruise
from $5,700
EBD 10%
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 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
Moose found on an Alaska wildlife tour
from $4,800
EBD 10%
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
Activities
Urban Exploration
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
0
Port of Juneau, Alaska
from $4,800
EBD 10%
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
Activities
Snorkeling
Activity Level
Variable
Journey from Juneau to Ketchikan on an 8-day Alaska expedition cruise aboard the Discoverer. 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
View of Mendenhall glacier on an Alaska cruise
from $6,100
EBD 10%
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
Beautiful Glacier Bay, Alaska
from $7,620
EXPLORE

Alaska's Inside Passage

Eastbound - 8 Day Itinerary aboard National Geographic Quest
  • Explore Sitka’s rich heritage
  • Kayak Southeast Alaska fjords
  • Spot orcas and humpback whales
  • Cruise Tracy Arm’s icy waters
  • Visit charming Petersburg town
Starts / Ends
Sitka / Juneau
Activity Level
Variable
Join an 8-day National Geographic Quest from Sitka to Juneau, where you explore stunning fjords, towering glaciers, and wildlife-filled waters. With expert guides, hike through forests, kayak past icebergs, visit historic Petersburg, and see whales, sea lions, and bald eagles up close.
Cruise Details
0
Beautiful Glacier Bay, Alaska
from $6,516
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
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
0
Beautiful Glacier Bay, Alaska
from $6,725
Savings
EXPLORE

Southeast Alaska Cruise

Juneau Roundtrip - 9 Day Itinerary aboard American Constitution
  • Explore Juneau's downtown
  • Discover wildlife in Haines
  • See Glacier Bay National Park
  • Explore Petersburg
Starts / Ends
Juneau / Juneau
Activity Level
Variable
Experience a 9-day Alaska Inside Passage cruise roundtrip from Juneau aboard American Constitution. Navigate Glacier Bay National Park, Endicott Arm, and Wrangell Narrows while exploring Haines, Petersburg, and Wrangell through guided wildlife and cultural excursions.
Cruise Details
0
Moose browse in a lake in Denali National Park
from $4,565
EXPLORE

Alaska Hike, Bike & Kayak

Alaska Small Group Tour - 7 Day Itinerary
  • Experience the rugged Denali Park
  • Cycle on Tony Knowles Coastal Trail
  • Kayak in Resurrection Bay
  • Hike the Triple Lakes Trail
Starts / Ends
Anchorage / Anchorage
Activity Level
Moderate
Take a seven-day hiking, biking, and kayaking excursion through Alaska for an experience like no other. Explore Denali National Park's most stunning trails, kayak the waters of Resurrection Bay, and cycle the Tony Knowles Coastal Trail, one of the best coastal paths in the country.
Tour Details
0
Bald Eagle perched on a tree
from $3,706
EXPLORE

Denali Extension

6 Day Itinerary
  • Admire incredible Alaskan scenery
  • Search for grizzly bears and moose
  • Visit unique Alaskan ecosystems
  • Learn the local gold rush history
Starts / Ends
Anchorage / Fairbanks
Activities
Fishing, Whitewater Rafting
Activity Level
Easy Active
Spend 6 days exploring Alaska with opportunities to whitewater raft, hike in Denali National Park, trying your hand at fishing, and see the glaciated landscapes of Denali National Park from above. Spend your Alaska trip spotting wildlife, riding the Alaska Railway and learning about the rich history of the Gold Rush era on this Alaska tour.
Tour Details
0
Explore beautiful Alaska
from $9,065
EXPLORE

Alaska’s Inside Passage and Hubbard Glacier

Vancouver to Sitka - 8 Day Itinerary aboard Greg Mortimer
  • Discover Misty Fjords by Zodiac
  • Wrangell Narrows navigation
  • Explore Southeast Alaska islands
  • Paddle along Chichagof Island
Starts / Ends
Vancouver, BC / Sitka
Activities
Stand Up Paddle Boarding
Activity Level
Variable
Embark on an 8-day cruise aboard Greg Mortimer, from Vancouver to Sitka through Alaska’s Inside Passage. Navigate fjords, glaciers, and remote islands by Zodiac and kayak. Spot whales, bears, and eagles, explore Misty Fjords, Wrangell Narrows, and Chichagof Island, and discover rich ecosystems and pristine wilderness unique to this route.
Cruise Details
0
Whale watching in Alaska
from $10,400
EXPLORE

Treasures of the Inside Passage

Juneau to Seattle - 14 Day Itinerary aboard National Geographic Quest
  • Explore Tracy Arm and Dawes Glacier
  • Kayak in Misty Fjords wilderness
  • Wander around Baranof and Chichagof
  • Visit Victoria’s Old Town
Starts / Ends
Juneau / Seattle
Activities
Village Visits, Whale Watching, Wildlife Viewing, Kayaking, Hiking, Biking, Archaeological Site Visits
Activity Level
Variable
Sail on a 14-day cruise from Juneau to Seattle aboard National Geographic Quest. Cruise Tracy Arm, Glacier Bay National Park, and Misty Fjords. Kayak remote coves, hike forested islands, search for whales and bears, and visit Alert Bay and Victoria for cultural insight.
Cruise Details
0
San Juan Islands
from $9,500
EBD 10%
EXPLORE

Glacier Bay National Park with Inside Passage and San Juan Islands

Seattle - Juneau - 13 Day Itinerary aboard Safari Quest
  • Visit Glacier Bay National Park
  • Experience wilderness kayaking
  • Watch for whales
  • Tour LeConte Bay iceberg gardens
Starts / Ends
Seattle / Juneau
Activity Level
Variable
Cruise Alaska’s and Canada’s Inside Passages and visit Glacier Bay National Park, a UNESCO World Heritage Site during this 13-day adventure aboard Safari Quest. Explore Ketchikan, Thomas Bay, and Chichagof Island.
Cruise Details
0
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