Top Sitka Trips & Tours in May 2026

from $4,202

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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.’

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from $3,995

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North to True Alaska Expedition

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

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 Chichagof Dream.

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from $5,595

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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.

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from $7,000

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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

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.

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from $6,595

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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

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.

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from $7,395

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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

Activities

Kayaking, Wildlife Viewing, Whale Watching, Village Visits, Biking, Small Ship Sailing

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.

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from $6,604

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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.

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from $4,202

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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

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.

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from $6,295

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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.

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from $6,100

EBD 10%

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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.

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from $11,100

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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

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.

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from $6,195

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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.

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from $7,415

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Alaska's Inside Passage

Westbound - 8 Day Itinerary aboard National Geographic Quest

• View unique wildlife such as orcas
• Visit Tracy or Endicott Arm fjords
• Explore Alaskan ecosystems
• Hike & kayak in Icy Strait

Activity Level

Variable

Explore massive glaciers, kayak scenic coastlines, encounter incredible and varied wildlife, and see the hidden wonders of Alaska. This exclusive 8-day sailing adventure aboard the National Geographic Quest is crafted to offer you the most in-depth experience of Alaska possible.

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from $5,495

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Alaska’s Ultimate Adventure

Sitka to Juneau - 8 Day Itinerary aboard Admiralty Dream

• Explore Inside Passage wilderness
• Learn Wrangell's vibrant history
• Marvel at Frederick Sound
• Enjoy feast at Fin Island Lodge

Starts / Ends

Sitka / Juneau

Activities

Hiking, Adventure Options

Activity Level

Variable

Explore Southeast Alaska's wilderness on this 8-day expedition cruise aboard Admiralty Dream. Experience wilderness adventure, filled with hiking and paddling amidst breathtaking landscapes.

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