16-Day Hawaii from Honolulu to Vancouver: Skagway, Kauai & Juneau

Honolulu, the vibrant capital of Hawaii, is a unique port known for its rich history, beautiful beaches, and diverse culinary scene. Must-do experiences include visiting the historic Pearl Harbor and savoring local delicacies like poke and loco moco. The best time to visit is during the dry season, from April to October, when the weather is perfect for exploring this tropical paradise.

Hilo is the lush, rain-blessed gateway to Hawaii Volcanoes National Park on the Big Island's windward coast, where active lava flows, cascading waterfalls, and an authentic plantation-era town create Hawaii's most dramatically natural destination. Must-dos include Kilauea crater, Rainbow Falls, and the legendary Hilo Farmers Market. September and October tend to be driest, though Hilo rewards visitors year-round.

Kahului is the principal cruise gateway to Maui, Hawaii's Valley Isle, where volcanic landscapes, plantation-era heritage, and Polynesian culture converge in one of the Pacific's most captivating destinations. Visitors should not miss the predawn drive to Haleakalā's summit for a sunrise above the clouds, nor the chance to taste authentic laulau and fresh ahi poke at local plate lunch counters. The best months to visit are April through June and September through November, when trade winds temper the warmth and whale season crowds have yet to gather along the western shore.

Nawiliwili is the gateway to Kauai, Hawaii's oldest and greenest island, where Waimea Canyon's ten-mile gorge, Mount Waialeale's record rainfall, and a no-building-taller-than-a-coconut-palm philosophy preserve paradise in its most pristine form. Visit April through September via Holland America Line or Princess Cruises for Fern Grotto kayaking, Poipu Beach snorkeling, and the rare Hawaiian experience of an island that chose beauty over development.

Icy Strait Point is a stunning Alaskan port known for its breathtaking natural beauty and rich Native Tlingit culture. Must-do experiences include savoring fresh local seafood and embarking on wildlife excursions in Glacier Bay National Park. The best season to visit is during the summer months, when the weather is mild and wildlife is abundant.

Haines is an authentic Alaskan town on North America's deepest fjord, home to the world's largest bald eagle congregation — up to four thousand birds along the Chilkat River — and a thriving arts community preserving Tlingit cultural traditions. Visit June through August via Cunard or Lindblad for glacier helicopter landings and coastal hikes, or October through February for the extraordinary eagle spectacle that makes Haines Alaska's best-kept secret.

Sitka, set on the wild west coast of Baranof Island in Southeast Alaska, is one of the Pacific Northwest's most historically resonant ports — a place where Russian Orthodox onion domes rise above totem poles and the great temperate rainforest presses down to the water's edge. The Sitka National Historical Park preserves the site of the 1804 battle between Tlingit warriors and Russian colonisers alongside a magnificent collection of monumental poles. Whale-watching, sea kayaking among sea otters, and brown bear spotting in the surrounding wilderness define the outdoor experience. May through September offers the most accessible and luminous conditions.

Ketchikan clings to the forested shore of Revillagigedo Island in Alaska's southeastern panhandle — a town so narrow that locals joke it is three miles long and three blocks wide. Revered by the Tlingit people for millennia as a place of abundant salmon, it is today celebrated as the Totem Pole Capital of the World: the collections at Saxman Native Village and Totem Bight State Historical Park preserve the most significant concentration of these monumental artworks anywhere. Creek Street, a boardwalk of colorful historic houses built over Ketchikan Creek, should not be missed. Summer (May–September) brings the best weather, with salmon running in the creeks below.

Pressed between the Pacific and the Coast Mountains, Vancouver is the natural gateway to Alaska's Inside Passage — a city where temperate rainforest meets glass towers and where Dungeness crab and wild sockeye salmon define a Pacific Rim cuisine that rivals any in North America. Walk the 22-kilometre Stanley Park seawall, lose yourself in the Granville Island market, then ferry across to Victoria's Edwardian splendour. Alaska cruise season peaks from May through September, making Vancouver an ideal starting point for one of the world's great ocean journeys.