Bucket-List Cruise Adventures

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Bucket-list adventures at every port — where to fly in, and what to do the day(s) before and after.

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Filtering Princess ×From San Francisco, California × Clear all

Showing 36 of 57 sailings

Princess · Ruby PrincessRound-trip

Alaska 10 nights Jul 2 – Jul 12, 2026 from San Francisco, California

San Francisco, California · Sitka, Alaska · … · San Francisco, California7 ports

San Francisco, California · Sitka, Alaska · Haines, Alaska · Endicott Arm, Alaska · Ketchikan, Alaska · Prince Rupert, British Columbia · San Francisco, California

★ Bucket-list Alcatraz Island Sitka Premier Whale Watching & Marine Wildlife Tour Kroschel Wildlife Center Endicott Arm & Dawes Glacier +2 more

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from $1,599

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Princess · Ruby PrincessRound-trip

Alaska 10 nights Jul 12 – Jul 22, 2026 from San Francisco, California

San Francisco, California · Ketchikan, Alaska · … · San Francisco, California7 ports

San Francisco, California · Ketchikan, Alaska · Juneau, Alaska · Skagway, Alaska · Endicott Arm, Alaska · Prince Rupert, British Columbia · San Francisco, California

★ Bucket-list Alcatraz Island Misty Fjords Floatplane with a Wilderness Water La…Helicopter Glacier Landing & Guided Ice Walk on th…White Pass & Yukon Route Railway +2 more

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from $1,567

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Princess · Ruby PrincessRound-trip

Alaska 10 nights Jul 22 – Aug 1, 2026 from San Francisco, California

San Francisco, California · Ketchikan, Alaska · … · San Francisco, California7 ports

San Francisco, California · Ketchikan, Alaska · Juneau, Alaska · Skagway, Alaska · Endicott Arm, Alaska · Prince Rupert, British Columbia · San Francisco, California

★ Bucket-list Alcatraz Island Misty Fjords Floatplane with a Wilderness Water La…Helicopter Glacier Landing & Guided Ice Walk on th…White Pass & Yukon Route Railway +2 more

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from $1,610

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Princess · Ruby PrincessRound-trip

Alaska 10 nights Aug 1 – Aug 11, 2026 from San Francisco, California

San Francisco, California · Ketchikan, Alaska · … · San Francisco, California7 ports

San Francisco, California · Ketchikan, Alaska · Juneau, Alaska · Haines, Alaska · Endicott Arm, Alaska · Prince Rupert, British Columbia · San Francisco, California

★ Bucket-list Alcatraz Island Misty Fjords Floatplane with a Wilderness Water La…Helicopter Glacier Landing & Guided Ice Walk on th…Kroschel Wildlife Center +2 more

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from $1,229

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Princess · Ruby PrincessRound-trip

Alaska 10 nights Aug 11 – Aug 21, 2026 from San Francisco, California

San Francisco, California · Endicott Arm, Alaska · … · San Francisco, California7 ports

San Francisco, California · Endicott Arm, Alaska · Skagway, Alaska · Sitka, Alaska · Ketchikan, Alaska · Prince Rupert, British Columbia · San Francisco, California

★ Bucket-list Alcatraz Island Endicott Arm & Dawes Glacier White Pass & Yukon Route Railway Sitka Premier Whale Watching & Marine Wildlife Tour +2 more

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from $1,139

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Princess · Ruby PrincessRound-trip

Alaska 10 nights Aug 21 – Aug 31, 2026 from San Francisco, California

San Francisco, California · Ketchikan, Alaska · … · San Francisco, California7 ports

San Francisco, California · Ketchikan, Alaska · Haines, Alaska · Juneau, Alaska · Endicott Arm, Alaska · Prince Rupert, British Columbia · San Francisco, California

★ Bucket-list Alcatraz Island Misty Fjords Floatplane with a Wilderness Water La…Kroschel Wildlife Center Helicopter Glacier Landing & Guided Ice Walk on th… +2 more

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from $1,061

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Princess · Ruby PrincessRound-trip

Alaska 10 nights Aug 31 – Sep 10, 2026 from San Francisco, California

San Francisco, California · Endicott Arm, Alaska · … · San Francisco, California7 ports

San Francisco, California · Endicott Arm, Alaska · Juneau, Alaska · Icy Strait, Alaska · Wrangell, Alaska · Prince Rupert, British Columbia · San Francisco, California

★ Bucket-list Alcatraz Island Endicott Arm & Dawes Glacier Helicopter Glacier Landing & Guided Ice Walk on th…Small-Group Whale & Wildlife Expedition +2 more

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from $1,091

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Princess · Ruby PrincessRound-trip

Mexico 7 nights Sep 10 – Sep 17, 2026 from San Francisco, California

San Francisco, California · Avalon, Catalina Island, California · … · San Francisco, California6 ports

San Francisco, California · Avalon, Catalina Island, California · Los Angeles, California · San Diego, California · Ensenada, Mexico · San Francisco, California

★ Bucket-list Alcatraz Island Private Golf Cart Tour of Avalon with Expert Local…Warner Bros. Studio Tour Hollywood San Diego Zoo +1 more

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from $906

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Princess · Ruby PrincessRound-trip

Mexico 16 nights Sep 17 – Oct 3, 2026 from San Francisco, California

San Francisco, California · Kauai, Hawaii · … · San Francisco, California7 ports

San Francisco, California · Kauai, Hawaii · Honolulu, Oahu, Hawaii · Kona, Hawaii · Kahului, Maui, Hawaii · Ensenada, Mexico · San Francisco, California

★ Bucket-list Alcatraz Island Doors-Off Helicopter Tour Pearl Harbor Big Island Manta Ray Night Snorkel +2 more

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from $1,529

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Princess · Ruby PrincessRound-trip

Mexico 10 nights Oct 3 – Oct 13, 2026 from San Francisco, California

San Francisco, California · Manzanillo, Mexico · … · San Francisco, California6 ports

San Francisco, California · Manzanillo, Mexico · Puerto Vallarta, Mexico · Mazatlan, Mexico · Cabo San Lucas, Mexico · San Francisco, California

★ Bucket-list Alcatraz Island Colonial Colima & Comala Hidden Beach at Marietas Islands Isla de Venados +1 more

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from $828

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Princess · Ruby PrincessRound-trip

Mexico 10 nights Oct 13 – Oct 23, 2026 from San Francisco, California

San Francisco, California · Puerto Vallarta, Mexico · … · San Francisco, California6 ports

San Francisco, California · Puerto Vallarta, Mexico · Manzanillo, Mexico · Mazatlan, Mexico · Cabo San Lucas, Mexico · San Francisco, California

★ Bucket-list Alcatraz Island Hidden Beach at Marietas Islands Colonial Colima & Comala Isla de Venados +1 more

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from $1,324

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Princess · Ruby PrincessRound-trip

Hawaii 16 nights Oct 23 – Nov 8, 2026 from San Francisco, California

San Francisco, California · Hilo, Hawaii · … · San Francisco, California7 ports

San Francisco, California · Hilo, Hawaii · Kahului, Maui, Hawaii · Honolulu, Oahu, Hawaii · Kauai, Hawaii · Ensenada, Mexico · San Francisco, California

★ Bucket-list Alcatraz Island Private Big Island Volcanoes & Lava Fields Tour fr…Haleakalā Sunrise Pearl Harbor +2 more

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from $2,249

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Princess · Ruby PrincessRound-trip

Hawaii 16 nights Nov 8 – Nov 24, 2026 from San Francisco, California

San Francisco, California · Hilo, Hawaii · … · San Francisco, California7 ports

San Francisco, California · Hilo, Hawaii · Kahului, Maui, Hawaii · Honolulu, Oahu, Hawaii · Kauai, Hawaii · Ensenada, Mexico · San Francisco, California

★ Bucket-list Alcatraz Island Private Big Island Volcanoes & Lava Fields Tour fr…Haleakalā Sunrise Pearl Harbor +2 more

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from $1,137

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Princess · Ruby PrincessRound-trip

Mexico 5 nights Nov 24 – Nov 29, 2026 from San Francisco, California

San Francisco, California · San Diego, California · Ensenada, Mexico · San Francisco, California

★ Bucket-list Alcatraz Island San Diego Zoo Valle de Guadalupe wine country

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from $718

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Princess · Ruby PrincessRound-trip

Mexico 16 nights Nov 29 – Dec 15, 2026 from San Francisco, California

San Francisco, California · Kahului, Maui, Hawaii · … · San Francisco, California7 ports

San Francisco, California · Kahului, Maui, Hawaii · Hilo, Hawaii · Honolulu, Oahu, Hawaii · Kauai, Hawaii · Ensenada, Mexico · San Francisco, California

★ Bucket-list Alcatraz Island Haleakalā Sunrise Private Big Island Volcanoes & Lava Fields Tour fr…Pearl Harbor +2 more

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from $1,070

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Princess · Ruby PrincessRound-trip

Mexico 11 nights Dec 15 – Dec 26, 2026 from San Francisco, California

San Francisco, California · Manzanillo, Mexico · … · San Francisco, California6 ports

San Francisco, California · Manzanillo, Mexico · Puerto Vallarta, Mexico · Mazatlan, Mexico · Cabo San Lucas, Mexico · San Francisco, California

★ Bucket-list Alcatraz Island Colonial Colima & Comala Hidden Beach at Marietas Islands Isla de Venados +1 more

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from $771

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Princess · Ruby PrincessRound-trip

Hawaii 16 nights Dec 26 – Jan 11, 2027 from San Francisco, California

San Francisco, California · Hilo, Hawaii · … · San Francisco, California7 ports

San Francisco, California · Hilo, Hawaii · Honolulu, Oahu, Hawaii · Kahului, Maui, Hawaii · Kauai, Hawaii · Ensenada, Mexico · San Francisco, California

★ Bucket-list Alcatraz Island Private Big Island Volcanoes & Lava Fields Tour fr…Pearl Harbor Haleakalā Sunrise +2 more

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from $1,064

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Princess · Ruby PrincessRound-trip

Mexico 16 nights Jan 11 – Jan 27, 2027 from San Francisco, California

San Francisco, California · Kona, Hawaii · … · San Francisco, California6 ports

San Francisco, California · Kona, Hawaii · Honolulu, Oahu, Hawaii · Kahului, Maui, Hawaii · Ensenada, Mexico · San Francisco, California

★ Bucket-list Alcatraz Island Big Island Manta Ray Night Snorkel Pearl Harbor Haleakalā Sunrise +1 more

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from $1,109

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Princess · Ruby PrincessRound-trip

Mexico 16 nights Jan 27 – Feb 12, 2027 from San Francisco, California

San Francisco, California · Hilo, Hawaii · … · San Francisco, California6 ports

San Francisco, California · Hilo, Hawaii · Kahului, Maui, Hawaii · Honolulu, Oahu, Hawaii · Ensenada, Mexico · San Francisco, California

★ Bucket-list Alcatraz Island Private Big Island Volcanoes & Lava Fields Tour fr…Haleakalā Sunrise Pearl Harbor +1 more

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from $1,052

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Princess · Ruby PrincessRound-trip

Hawaii 16 nights Feb 12 – Feb 28, 2027 from San Francisco, California

San Francisco, California · Kauai, Hawaii · … · San Francisco, California7 ports

San Francisco, California · Kauai, Hawaii · Kahului, Maui, Hawaii · Honolulu, Oahu, Hawaii · Kona, Hawaii · Ensenada, Mexico · San Francisco, California

★ Bucket-list Alcatraz Island Doors-Off Helicopter Tour Haleakalā Sunrise Pearl Harbor +2 more

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from $1,052

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Princess · Ruby PrincessRound-trip

Mexico 16 nights Feb 28 – Mar 16, 2027 from San Francisco, California

San Francisco, California · Hilo, Hawaii · … · San Francisco, California7 ports

San Francisco, California · Hilo, Hawaii · Honolulu, Oahu, Hawaii · Kauai, Hawaii · Kona, Hawaii · Ensenada, Mexico · San Francisco, California

★ Bucket-list Alcatraz Island Private Big Island Volcanoes & Lava Fields Tour fr…Pearl Harbor Doors-Off Helicopter Tour +2 more

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from $1,032

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Princess · Ruby PrincessRound-trip

Mexico 16 nights Mar 16 – Apr 1, 2027 from San Francisco, California

San Francisco, California · Hilo, Hawaii · … · San Francisco, California7 ports

San Francisco, California · Hilo, Hawaii · Honolulu, Oahu, Hawaii · Kahului, Maui, Hawaii · Kauai, Hawaii · Ensenada, Mexico · San Francisco, California

★ Bucket-list Alcatraz Island Private Big Island Volcanoes & Lava Fields Tour fr…Pearl Harbor Haleakalā Sunrise +2 more

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from $1,087

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Princess · Ruby PrincessRound-trip

Hawaii 16 nights Apr 1 – Apr 17, 2027 from San Francisco, California

San Francisco, California · Honolulu, Oahu, Hawaii · … · San Francisco, California7 ports

San Francisco, California · Honolulu, Oahu, Hawaii · Kauai, Hawaii · Kahului, Maui, Hawaii · Hilo, Hawaii · Ensenada, Mexico · San Francisco, California

★ Bucket-list Alcatraz Island Pearl Harbor Doors-Off Helicopter Tour Haleakalā Sunrise +2 more

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from $1,368

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Princess · Ruby PrincessRound-trip

North America 7 nights Apr 17 – Apr 24, 2027 from San Francisco, California

San Francisco, California · Victoria, British Columbia · Vancouver, British Columbia · Seattle, Washington · San Francisco, California

★ Bucket-list Alcatraz Island Private Whale Watching Expedition Capilano Suspension Bridge Park Space Needle & Chihuly Garden of Glass

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from $813

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Princess · Ruby PrincessRound-trip

North America 7 nights Apr 24 – May 1, 2027 from San Francisco, California

San Francisco, California · Victoria, British Columbia · Vancouver, British Columbia · Seattle, Washington · San Francisco, California

★ Bucket-list Alcatraz Island Private Whale Watching Expedition Capilano Suspension Bridge Park Space Needle & Chihuly Garden of Glass

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from $778

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Princess · Ruby PrincessRound-trip

Alaska 10 nights May 1 – May 11, 2027 from San Francisco, California

San Francisco, California · Ketchikan, Alaska · … · San Francisco, California7 ports

San Francisco, California · Ketchikan, Alaska · Juneau, Alaska · Skagway, Alaska · Endicott Arm, Alaska · Prince Rupert, British Columbia · San Francisco, California

★ Bucket-list Alcatraz Island Misty Fjords Floatplane with a Wilderness Water La…Helicopter Glacier Landing & Guided Ice Walk on th…White Pass & Yukon Route Railway +2 more

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from $959

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Princess · Ruby PrincessRound-trip

Alaska 10 nights May 11 – May 21, 2027 from San Francisco, California

San Francisco, California · Sitka, Alaska · … · San Francisco, California7 ports

San Francisco, California · Sitka, Alaska · Juneau, Alaska · Glacier Bay, Alaska · Ketchikan, Alaska · Prince Rupert, British Columbia · San Francisco, California

★ Bucket-list Alcatraz Island Sitka Premier Whale Watching & Marine Wildlife Tour Helicopter Glacier Landing & Guided Ice Walk on th…Private Glacier Bay National Park Charter Cruise +2 more

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from $1,029

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Princess · Ruby PrincessRound-trip

Alaska 10 nights May 21 – May 31, 2027 from San Francisco, California

San Francisco, California · Endicott Arm, Alaska · … · San Francisco, California7 ports

San Francisco, California · Endicott Arm, Alaska · Skagway, Alaska · Juneau, Alaska · Ketchikan, Alaska · Prince Rupert, British Columbia · San Francisco, California

★ Bucket-list Alcatraz Island Endicott Arm & Dawes Glacier White Pass & Yukon Route Railway Helicopter Glacier Landing & Guided Ice Walk on th… +2 more

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from $994

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Princess · Ruby PrincessRound-trip

Alaska 10 nights May 31 – Jun 10, 2027 from San Francisco, California

San Francisco, California · Sitka, Alaska · … · San Francisco, California7 ports

San Francisco, California · Sitka, Alaska · Juneau, Alaska · Glacier Bay, Alaska · Ketchikan, Alaska · Prince Rupert, British Columbia · San Francisco, California

★ Bucket-list Alcatraz Island Sitka Premier Whale Watching & Marine Wildlife Tour Helicopter Glacier Landing & Guided Ice Walk on th…Private Glacier Bay National Park Charter Cruise +2 more

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from $1,189

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Princess · Ruby PrincessRound-trip

Alaska 10 nights Jun 10 – Jun 20, 2027 from San Francisco, California

San Francisco, California · Sitka, Alaska · … · San Francisco, California7 ports

San Francisco, California · Sitka, Alaska · Haines, Alaska · Endicott Arm, Alaska · Ketchikan, Alaska · Prince Rupert, British Columbia · San Francisco, California

★ Bucket-list Alcatraz Island Sitka Premier Whale Watching & Marine Wildlife Tour Kroschel Wildlife Center Endicott Arm & Dawes Glacier +2 more

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from $1,096

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Princess · Ruby PrincessRound-trip

Alaska 10 nights Jun 20 – Jun 30, 2027 from San Francisco, California

San Francisco, California · Endicott Arm, Alaska · … · San Francisco, California7 ports

San Francisco, California · Endicott Arm, Alaska · Haines, Alaska · Juneau, Alaska · Ketchikan, Alaska · Prince Rupert, British Columbia · San Francisco, California

★ Bucket-list Alcatraz Island Endicott Arm & Dawes Glacier Kroschel Wildlife Center Helicopter Glacier Landing & Guided Ice Walk on th… +2 more

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from $1,151

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Princess · Ruby PrincessRound-trip

Alaska 10 nights Jun 30 – Jul 10, 2027 from San Francisco, California

San Francisco, California · Ketchikan, Alaska · … · San Francisco, California7 ports

San Francisco, California · Ketchikan, Alaska · Icy Strait, Alaska · Skagway, Alaska · Endicott Arm, Alaska · Prince Rupert, British Columbia · San Francisco, California

★ Bucket-list Alcatraz Island Misty Fjords Floatplane with a Wilderness Water La…Small-Group Whale & Wildlife Expedition White Pass & Yukon Route Railway +2 more

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from $1,066

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Princess · Ruby PrincessRound-trip

Alaska 10 nights Jul 10 – Jul 20, 2027 from San Francisco, California

San Francisco, California · Tracy Arm, Alaska · … · San Francisco, California7 ports

San Francisco, California · Tracy Arm, Alaska · Haines, Alaska · Sitka, Alaska · Ketchikan, Alaska · Prince Rupert, British Columbia · San Francisco, California

★ Bucket-list Alcatraz Island Kroschel Wildlife Center Sitka Premier Whale Watching & Marine Wildlife Tour Misty Fjords Floatplane with a Wilderness Water La… +1 more

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from $1,144

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Princess · Ruby PrincessRound-trip

Alaska 10 nights Jul 20 – Jul 30, 2027 from San Francisco, California

San Francisco, California · Sitka, Alaska · … · San Francisco, California7 ports

San Francisco, California · Sitka, Alaska · Haines, Alaska · Glacier Bay, Alaska · Ketchikan, Alaska · Prince Rupert, British Columbia · San Francisco, California

★ Bucket-list Alcatraz Island Sitka Premier Whale Watching & Marine Wildlife Tour Kroschel Wildlife Center Private Glacier Bay National Park Charter Cruise +2 more

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from $1,256

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Princess · Ruby PrincessRound-trip

Alaska 10 nights Jul 30 – Aug 9, 2027 from San Francisco, California

San Francisco, California · Endicott Arm, Alaska · … · San Francisco, California7 ports

San Francisco, California · Endicott Arm, Alaska · Skagway, Alaska · Juneau, Alaska · Ketchikan, Alaska · Prince Rupert, British Columbia · San Francisco, California

★ Bucket-list Alcatraz Island Endicott Arm & Dawes Glacier White Pass & Yukon Route Railway Helicopter Glacier Landing & Guided Ice Walk on th… +2 more

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from $1,219

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Princess · Ruby PrincessRound-trip

Alaska 10 nights Aug 9 – Aug 19, 2027 from San Francisco, California

San Francisco, California · Sitka, Alaska · … · San Francisco, California7 ports

San Francisco, California · Sitka, Alaska · Juneau, Alaska · Endicott Arm, Alaska · Ketchikan, Alaska · Prince Rupert, British Columbia · San Francisco, California

★ Bucket-list Alcatraz Island Sitka Premier Whale Watching & Marine Wildlife Tour Helicopter Glacier Landing & Guided Ice Walk on th…Endicott Arm & Dawes Glacier +2 more

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from $1,189

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Itineraries from the Cruisebound catalog + our enrichment; schedules cross-checked against official port authorities. Booking via Cruisebound and CruiseDirect — we may earn a commission, at no extra cost to you.

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MSC Cruises Royal Caribbean Carnival Viking River Costa Norwegian AmaWaterways Princess Celebrity Viking Ocean Avalon Disney Holland America Oceania Virgin Voyages Regent Cunard Seabourn Azamara