Have questions? We're here.
Bald eagles resting

Top North America Trips & Tours in May 2026

Travel made your way
Talk with an expert
Build your ideal North America trip. Call 1.406.541.2677
Start Planning My Trip
Discover North America in May 2026 on one of these 66 tours hand-selected by the travel experts at Adventure Life. Explore the best of during May 2026 as you enjoy Wildlife Viewing, Hiking, Kayaking, Archaeological Site Visits, and Whale Watching. Prices for trips in May 2026 range from $845 to $28,995 for a vacation of 5 to 23 days. Choose any of the below 66 itineraries in May 2026 and customize it when you contact one of Adventure Life's expert North America trip planners.
Filter (66 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Levels
  • Experiences
  • Activities
  • Ships
  • Destinations
    • North America
Humpback Whale Alaska's Inside Passage
from $10,320
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
Cruising the arctic waters
from $4,412
Save 10%
EXPLORE

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

Sitka to Juneau - 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 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
Kayaking around Alaska
from $6,300
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
Campsite in Homer
from $3,690
EXPLORE

Alaska Kenai Camping Adventure

Alaska Small Group Tour - 9 Day Itinerary
  • Adventure camp at Kasitsna Bay
  • Cruise past glaciers in Kenai Fjord
  • Hike alongside Exit Glacier
  • Spot bears, moose, and wolves
Starts / Ends
Anchorage / Anchorage
Activities
Hiking, Camping
Activity Level
Variable
Experience Alaska's stunning beauty with glacier cruises, wildlife watching, and camping by the beach. Explore scenic towns and parks on this amazing 9-day camping adventure.
Tour Details
0
Alaska wildlife tours and brown bear fishing for salmon
from $8,800
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
Hiking on glacier
from $6,300
EXPLORE

Adult Tranquility, 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
Activities
Snorkeling
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
San Juan Islands
from $8,800
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
Activities
Stand Up Paddle Boarding
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
View of Mendenhall glacier on an Alaska cruise
from $5,800
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
0
Moose found on an Alaska wildlife tour
from $5,800
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 $6,900
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
0
Beautiful Glacier Bay, Alaska
from $7,679
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
Kayaking, Wildlife Viewing, Whale Watching, 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
0
Calm waters disturbed only by the flick of a whale's tail
from $4,202
Save 10%
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
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
1-12 of 66 Results

Real experience. Honest advice.

Talk with an expert trip planner 1.800.344.6118

Plan My Trip
Sandra Fernandez employee profile
Sandra F.
Sunrise over Crown Point at Columbia River
North America

Chat North America with a specialist

Our team is waiting and ready to talk with you about your next adventure. So go ahead and book an appointment with one of our specialized trip planners.

Let's Chat
1.800.344.6118

Where is your next adventure?

Contact Chat Call
More Reasons

Why Travel With Adventure Life

All News

Featured In

How it Works

Connect

No cost, no commitment. Talk with our experts about your dream trip.

Plan

Share your travel style—we match you with the right itinerary or create one just for you.

Book

Lock in knowing every detail is handled and you’re fully supported.

Travel

Enjoy a seamless journey—and unlock 5% off your next adventure.

North America Travel Guide

Favorite North America North America All Trips

Top North America Travel Destinations

North America Trips by Departure Date

Top Experiences in North America

North America Trips by Duration

North America Trips by Activity