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Read The New York Optimist Expert guide featuring Chessine's Travels

Chessine's Travels
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Two Journeys Without a Crowd

Alaska by Land + Sea

Whether by Land or Sea, our engaging expert native guides or onboard naturalists bring you deeper into the rugged beauty of Alaska and its bounty of wildlife. 

Alaska by Land from $7,999 $7,499

10 Days Wild + Wonderful Alaska


Join us to spot Alaska's Brown Bear, Moose, Caribou, Wolves, and Dall Sheep as we take you through the stunning wilderness in the Dome Cars of the Alaska Railroad. Enjoy two nights at all destinations with our fine native guides and at our comfortable deluxe hotels.


Day 1: Welcome to Fairbanks, Alaska

Day 2: Exploring Fairbanks + Running with the Reindeer

Day 3: Deluxe Dome Train

Day 4: Guided Adventure Deep Inside Denali National Park

Day 5: Deluxe Dome Train to Talkeetna

Day 6: Tailor your Stay in Talkeetna

Day 7: Through the Matanuska-Susitna Valley to Mt. Alyeska

Day 8: Kenai Fjords Wildlife Cruise

Day 9: Departure from Anchorage
 

  • With the smallest groups in Alaska, we can show you more of its wild beauty and spirit. 
  • Delight in the 360˚ views from our deluxe glass-dome rail car on two unforgettable journeys aboard the Alaska Railroad. 
  • Thrill to the beauty and wildlife of Kenai Fjords National Park on our guided nature cruise. 
  • Get up close to musk ox on a ranch dedicated to the conservation of this amazing creature. 
  • Spend two nights next to Denali National Park with a chance to encounter its wildlife – including bear, moose, caribou, wolves, and Dall sheep. 
  • Tailor your exploration of the Denali wilderness with a choice of guided adventures including nature walks and a river float trip. 
  • Join the owner of a family farm and walk with their reindeer in a boreal forest, a fun way to learn about this Far North ecosystem. 
  • With 8 nights lodging; 18 meals with wine at dinner; comprehensive sightseeing with choice of included adventures in Denali + Talkeetna; all transfers; Dome Car seating aboard Alaska Railroad; all gratuities except Trip Leader. 

Alaska by Sea from $4,799 $4,299 per person

Expedition Cruise to Alaska - 12-Day Northbound Adventure 


The Inside Passage from Vancouver to Sitka

The much heralded 200-guest Ocean Victory offers first-in-class luxury amenities, 93 ocean-view cabins, fine dining, an Open Bar, a complete spa, and a full fleet of zodiacs and kayaks.


Delight in Fjords + Waterfalls + Glaciers

Aboard this unique low-impact expedition ship, we'll navigate deep into pristine waters and small ports where large ships can't venture, along with a great team of expert marine biologists and expedition naturalists who bring all the excitement and beauty to life.


Day 1: Welcome to Vancouver, Canada

Day 2: Enjoy Vancouver + Embark on our Luxury Small Ship

Day 3: Sailing the Storied Inside Passage

Day 4: Exploring the Fiordland Conservancy, British Colombia

Day 5: Ashore in Ketchikan and Metlakatla, Alaska

Day 6: Misty Fjords National Monument

Day 7: Wrangell + Stikine River

Day 8: Discover the Waterfall Coast

Day 9: Petersburg + The LeConte Glacier

Day 10: Tracy Arm + Fords Terror Wilderness

Day 11: Tlingit People of Kupreanof Island + Frederick Sound

Day 12: Disembark in Sitka


  • With a full fleet of 20 Zodiacs and dozens of sea kayaks, our exclusive voyage is enhanced by truly up-close exploration in untouched places visited only by the privileged few.
  • Venture deep into the remote Kynoch Inlet where old-growth Sitka spruce forests provide prime habitat for black bears, grizzlies, Sitka deer, wolves, and bald eagles.
  • Visit a longhouse to learn about the heritage of the Tsimshian, an indigenous people of the Pacific Northwest coast.
  • Spend a day exploring Misty Fjords National Monument, a mosaic of granite sea cliffs, deep fjords, protected coves, rocky islets, and forested bays that shelter abundant wildlife.
  • Discover the aptly named “Waterfall Coast” of Baranof Island, where countless cascades run the gamut from splashing veils of water to thundering falls that tumble down the mountainside.
  • Explore Frederick Sound by Zodiac… With our state-of-the-art hydrophones, you might even listen in as humpback whales engage in their unique bubble-net feeding behavior, using columns of bubbles to herd and corral their prey!
  • Every day of your cruise, on-board, and on-excursion, is enriched by the expertise of our shipboard team including experienced expedition guides and guest marine biologists from California Polytechnic State University.
  • With a pre-cruise night at our luxury hotel in Vancouver; 10 nights in an outside stateroom aboard the brand new Ocean Victory; 30 meals with free-flowing wine at dinner; Open Bar; complete program of shore excursions including guided expeditions by Zodiac and kayak; shipboard talks; and chauffeured transfer in Vancouver.


Lets Go >> 


Book Now

Save $1,000 per couple | $500 solo
when you pay in full at the time of booking. Book by December 31, 2022!


*Pricing subject to change*

*Terms & Conditions may apply*

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