Bucket-List Cruise Adventures

Pick your sailing — we plan the whole adventure

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

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Where to? tap as many as you like Caribbean Mediterranean Alaska Bahamas Mexico Northern Europe Hawaii Bermuda Europe Asia Australia & South Pacific Panama Canal South America North America Pacific Middle East Africa
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Luxury Azamara Oceania Regent Seabourn Viking Ocean River AmaWaterways Avalon Viking River Premium Celebrity Cunard Disney Holland America Princess Virgin Voyages Contemporary Carnival Costa MSC Cruises Norwegian Royal Caribbean
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Filtering Princess ×Holland America ×9–12 nights × Clear all
Showing 36 of 261 sailings
Princess · Sapphire PrincessRound-trip
Northern Europe 12 nights Jun 20 – Jul 2, 2026 from Copenhagen, Denmark
Copenhagen, Denmark · Visby, Sweden · … · Copenhagen, Denmark11 ports
Copenhagen, Denmark · Visby, Sweden · Stockholm, Sweden · Tallinn, Estonia · Helsinki, Finland · Riga, Latvia · Klaipeda, Lithuania · Gdansk, Poland · Oslo, Norway · Skagen, Denmark · Copenhagen, Denmark
★ Bucket-list Private Copenhagen Walking Tour with a Local ExpertVasa MuseumPrivate Half-Day Tallinn Old Town & City Sightseei…Private Oslo Highlights & Hidden Gems with a Local…
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from $3,219
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Princess · Majestic PrincessRound-trip
Northern Europe 10 nights Jun 29 – Jul 9, 2026 from Southampton, England
Southampton, England · Zeebrugge (Bruges), Belgium · … · Southampton, England8 ports
Southampton, England · Zeebrugge (Bruges), Belgium · Rotterdam, The Netherlands · Copenhagen, Denmark · Aarhus, Denmark · Hamburg, Germany · Paris, France · Southampton, England
★ Bucket-list Stand Inside Stonehenge & See the Original 1215 Ma…Private Bruges Full-Day Shore Excursion with Canal…All-Inclusive Private Windmill Tour to Kinderdijk…Private Copenhagen Walking Tour with a Local Expert +2 more
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from $1,516
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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 IslandSitka Premier Whale Watching & Marine Wildlife TourEndicott Arm & Dawes GlacierMisty Fjords Floatplane with a Wilderness Water La…
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from $1,599
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Princess · Sapphire PrincessRound-trip
Northern Europe 12 nights Jul 2 – Jul 14, 2026 from Copenhagen, Denmark
Copenhagen, Denmark · Kiel, Germany · … · Copenhagen, Denmark11 ports
Copenhagen, Denmark · Kiel, Germany · Klaipeda, Lithuania · Tallinn, Estonia · Helsinki, Finland · Stockholm, Sweden · Visby, Sweden · Gdansk, Poland · Oslo, Norway · Skagen, Denmark · Copenhagen, Denmark
★ Bucket-list Private Copenhagen Walking Tour with a Local ExpertPrivate Full-Day Hamburg City Tour from Kiel PortPrivate Half-Day Tallinn Old Town & City Sightseei…Vasa Museum +1 more
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from $3,127
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Princess · Majestic PrincessRound-trip
Northern Europe 12 nights Jul 9 – Jul 21, 2026 from Southampton, England
Southampton, England · Portland, England · … · Southampton, England11 ports
Southampton, England · Portland, England · Cornwall, England · Cobh (Cork), Ireland · Dublin, Ireland · Belfast, Northern Ireland · Greenock (Glasgow), Scotland · Invergordon, Scotland · South Queensferry, Scotland · Paris, France · Southampton, England
★ Bucket-list Stand Inside Stonehenge & See the Original 1215 Ma…Giant's Causeway Private Luxury Day Tour from Belf…Eiffel Tower
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from $1,641
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Princess · Diamond PrincessRound-trip
Asia 10 nights Jul 11 – Jul 21, 2026 from Tokyo, Japan
Tokyo, Japan · Toba, Japan · … · Tokyo, Japan10 ports
Tokyo, Japan · Toba, Japan · Osaka (Kyoto and Nara), Japan · Kochi, Japan · Hiroshima, Japan · Kanmon Straits, Japan · Busan (Kyongju), South Korea · Nagasaki, Japan · Shimizu, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertKochi Full-Day Private Tour with Government-Licens…Gyeongju UNESCO World Heritage Private Full-Day TourHashima +1 more
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from $1,189
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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 IslandMisty Fjords Floatplane with a Wilderness Water La…Helicopter Glacier Landing & Guided Ice Walk on th…White Pass & Yukon Route Railway +1 more
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from $1,567
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Princess · Sapphire PrincessRound-trip
Northern Europe 12 nights Jul 14 – Jul 26, 2026 from Copenhagen, Denmark
Copenhagen, Denmark · Visby, Sweden · … · Copenhagen, Denmark11 ports
Copenhagen, Denmark · Visby, Sweden · Stockholm, Sweden · Helsinki, Finland · Tallinn, Estonia · Riga, Latvia · Klaipeda, Lithuania · Gdansk, Poland · Oslo, Norway · Skagen, Denmark · Copenhagen, Denmark
★ Bucket-list Private Copenhagen Walking Tour with a Local ExpertVasa MuseumPrivate Half-Day Tallinn Old Town & City Sightseei…Private Oslo Highlights & Hidden Gems with a Local…
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from $2,081
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Princess · Majestic PrincessRound-trip
Northern Europe 12 nights Jul 21 – Aug 2, 2026 from Southampton, England
Southampton, England · Cornwall, England · … · Southampton, England11 ports
Southampton, England · Cornwall, England · Cobh (Cork), Ireland · Liverpool, England · Belfast, Northern Ireland · Greenock (Glasgow), Scotland · Kirkwall, Scotland · Invergordon, Scotland · South Queensferry, Scotland · Paris, France · Southampton, England
★ Bucket-list Stand Inside Stonehenge & See the Original 1215 Ma…Giant's Causeway Private Luxury Day Tour from Belf…Eiffel Tower
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from $1,443
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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 IslandMisty Fjords Floatplane with a Wilderness Water La…Helicopter Glacier Landing & Guided Ice Walk on th…White Pass & Yukon Route Railway +1 more
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from $1,610
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Princess · Sapphire PrincessRound-trip
Northern Europe 12 nights Jul 26 – Aug 7, 2026 from Copenhagen, Denmark
Copenhagen, Denmark · Skagen, Denmark · … · Copenhagen, Denmark11 ports
Copenhagen, Denmark · Skagen, Denmark · Oslo, Norway · Gdansk, Poland · Klaipeda, Lithuania · Riga, Latvia · Tallinn, Estonia · Helsinki, Finland · Stockholm, Sweden · Visby, Sweden · Copenhagen, Denmark
★ Bucket-list Private Copenhagen Walking Tour with a Local ExpertPrivate Oslo Highlights & Hidden Gems with a Local…Private Half-Day Tallinn Old Town & City Sightseei…Vasa Museum
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from $2,720
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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 IslandMisty Fjords Floatplane with a Wilderness Water La…Helicopter Glacier Landing & Guided Ice Walk on th…Endicott Arm & Dawes Glacier
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from $1,229
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Princess · Majestic PrincessRound-trip
Northern Europe 12 nights Aug 2 – Aug 14, 2026 from Southampton, England
Southampton, England · Invergordon, Scotland · … · Southampton, England10 ports
Southampton, England · Invergordon, Scotland · Kirkwall, Scotland · Stornoway, Scotland · Greenock (Glasgow), Scotland · Belfast, Northern Ireland · Dublin, Ireland · Cobh (Cork), Ireland · Paris, France · Southampton, England
★ Bucket-list Stand Inside Stonehenge & See the Original 1215 Ma…Giant's Causeway Private Luxury Day Tour from Belf…Eiffel Tower
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from $2,089
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Princess · Diamond PrincessRound-trip
Asia 11 nights Aug 5 – Aug 16, 2026 from Tokyo, Japan
Tokyo, Japan · Aomori, Japan · … · Tokyo, Japan9 ports
Tokyo, Japan · Aomori, Japan · Sakaiminato, Japan · Busan (Kyongju), South Korea · Kochi, Japan · Tokushima, Japan · Osaka (Kyoto and Nara), Japan · Shimizu, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertGyeongju UNESCO World Heritage Private Full-Day TourKochi Full-Day Private Tour with Government-Licens…Private Mt. Fuji & Hakone Full-Day Tour from Shimi…
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from $1,469
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Princess · Sapphire PrincessRound-trip
Northern Europe 12 nights Aug 7 – Aug 19, 2026 from Copenhagen, Denmark
Copenhagen, Denmark · Gdansk, Poland · … · Copenhagen, Denmark11 ports
Copenhagen, Denmark · Gdansk, Poland · Klaipeda, Lithuania · Riga, Latvia · Tallinn, Estonia · Helsinki, Finland · Stockholm, Sweden · Visby, Sweden · Oslo, Norway · Skagen, Denmark · Copenhagen, Denmark
★ Bucket-list Private Copenhagen Walking Tour with a Local ExpertPrivate Half-Day Tallinn Old Town & City Sightseei…Vasa MuseumPrivate Oslo Highlights & Hidden Gems with a Local…
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from $2,789
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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 IslandEndicott Arm & Dawes GlacierWhite Pass & Yukon Route RailwaySitka Premier Whale Watching & Marine Wildlife Tour +1 more
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from $1,139
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Princess · Majestic PrincessRound-trip
Northern Europe 12 nights Aug 14 – Aug 26, 2026 from Southampton, England
Southampton, England · Portland, England · … · Southampton, England11 ports
Southampton, England · Portland, England · Cornwall, England · Cobh (Cork), Ireland · Dublin, Ireland · Liverpool, England · Greenock (Glasgow), Scotland · Invergordon, Scotland · South Queensferry, Scotland · Paris, France · Southampton, England
★ Bucket-list Stand Inside Stonehenge & See the Original 1215 Ma…Eiffel Tower
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from $1,528
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Princess · Diamond PrincessRound-trip
Asia 10 nights Aug 16 – Aug 26, 2026 from Tokyo, Japan
Tokyo, Japan · Kumano, Japan · … · Tokyo, Japan9 ports
Tokyo, Japan · Kumano, Japan · Wakayama · Kochi, Japan · Busan (Kyongju), South Korea · Nagasaki, Japan · Kagoshima, Kyushu, Japan · Shimizu, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertKochi Full-Day Private Tour with Government-Licens…Gyeongju UNESCO World Heritage Private Full-Day TourHashima +2 more
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from $971
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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 IslandMisty Fjords Floatplane with a Wilderness Water La…Helicopter Glacier Landing & Guided Ice Walk on th…Endicott Arm & Dawes Glacier
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from $1,061
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Holland America · VolendamOne-way
North America 10 nights Aug 22 – Sep 1, 2026 from Boston, Massachusetts to Montreal, Quebec
Boston, Massachusetts · Eastport, Maine, United States · … · Montreal, Quebec10 ports
Boston, Massachusetts · Eastport, Maine, United States · Halifax, Nova Scotia · St. Johns, Newfoundland · St. Anthony, Newfoundland · Corner Brook, Newfoundland · Havre St. Pierre, Quebec · Baie-Commeau, Quebec · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Private Luxury Boston TourPeggy's Cove & Lunenburg
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from $1,999
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Princess · Diamond PrincessRound-trip
Asia 10 nights Aug 26 – Sep 5, 2026 from Tokyo, Japan
Tokyo, Japan · Toba, Japan · … · Tokyo, Japan10 ports
Tokyo, Japan · Toba, Japan · Osaka (Kyoto and Nara), Japan · Kochi, Japan · Hiroshima, Japan · Kanmon Straits, Japan · Busan (Kyongju), South Korea · Nagasaki, Japan · Shimizu, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertKochi Full-Day Private Tour with Government-Licens…Gyeongju UNESCO World Heritage Private Full-Day TourHashima +1 more
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from $2,154
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Princess · Majestic PrincessRound-trip
Northern Europe 12 nights Aug 26 – Sep 7, 2026 from Southampton, England
Southampton, England · Cornwall, England · … · Southampton, England11 ports
Southampton, England · Cornwall, England · Cobh (Cork), Ireland · Dublin, Ireland · Liverpool, England · Belfast, Northern Ireland · Greenock (Glasgow), Scotland · Kirkwall, Scotland · South Queensferry, Scotland · Paris, France · Southampton, England
★ Bucket-list Stand Inside Stonehenge & See the Original 1215 Ma…Giant's Causeway Private Luxury Day Tour from Belf…Eiffel Tower
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from $2,487
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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 IslandEndicott Arm & Dawes GlacierHelicopter Glacier Landing & Guided Ice Walk on th…Small-Group Whale & Wildlife Expedition
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from $1,091
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Princess · Sapphire PrincessOne-way
North America 10 nights Sep 3 – Sep 13, 2026 from Boston, Massachusetts to Quebec City, Quebec
Boston, Massachusetts · Portland, Maine · … · Quebec City, Quebec8 ports
Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Sydney, Nova Scotia · Charlottetown, Prince Edward Island · Saguenay Fjord, Canada · Quebec City, Quebec
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgBridgeClimb Sydney
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from $1,344
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Princess · Majestic PrincessRound-trip
Northern Europe 12 nights Sep 7 – Sep 19, 2026 from Southampton, England
Southampton, England · Cornwall, England · … · Southampton, England11 ports
Southampton, England · Cornwall, England · Cobh (Cork), Ireland · Liverpool, England · Belfast, Northern Ireland · Greenock (Glasgow), Scotland · Kirkwall, Scotland · Invergordon, Scotland · South Queensferry, Scotland · Paris, France · Southampton, England
★ Bucket-list Stand Inside Stonehenge & See the Original 1215 Ma…Giant's Causeway Private Luxury Day Tour from Belf…Eiffel Tower
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from $2,120
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Princess · Sapphire PrincessOne-way
North America 10 nights Sep 13 – Sep 23, 2026 from Quebec City, Quebec to Boston, Massachusetts
Quebec City, Quebec · Saguenay Fjord, Canada · … · Boston, Massachusetts7 ports
Quebec City, Quebec · Saguenay Fjord, Canada · Charlottetown, Prince Edward Island · Sydney, Nova Scotia · Halifax, Nova Scotia · Saint John, New Brunswick · Boston, Massachusetts
★ Bucket-list BridgeClimb SydneyPeggy's Cove & LunenburgPrivate Luxury Boston Tour
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from $1,137
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Princess · Enchanted PrincessOne-way
Mediterranean 10 nights Sep 15 – Sep 25, 2026 from Civitavecchia (Rome), Italy to Piraeus (Athens), Greece
Civitavecchia (Rome), Italy · Naples, Italy · … · Piraeus (Athens), Greece10 ports
Civitavecchia (Rome), Italy · Naples, Italy · Dubrovnik, Croatia · Split, Croatia · Kotor, Montenegro · Corfu, Greece · Katakolon (Olympia), Greece · Heraklion, Crete, Greece · Mykonos, Greece · Piraeus (Athens), Greece
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayPompeii with a Licensed ArchaeologistWalk Dubrovnik's Ancient City WallsDiocletian's Palace +6 more
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from $1,769
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Princess · Diamond PrincessRound-trip
Asia 9 nights Sep 22 – Oct 1, 2026 from Tokyo, Japan
Tokyo, Japan · Keelung (Taipei), Taiwan · Ishigaki, Ryukyu Island · Okinawa (Naha), Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo Expert
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from $1,194
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Holland America · OosterdamOne-way
Mediterranean 10 nights Sep 23 – Oct 3, 2026 from Trieste, Italy to Piraeus (Athens), Greece
Trieste, Italy · Rijeka, Croatia · … · Piraeus (Athens), Greece8 ports
Trieste, Italy · Rijeka, Croatia · Split, Croatia · Santorini (Thira), Greece · Bodrum, Turkey · Kusadasi (Ephesus), Turkey · Istanbul, Turkey · Piraeus (Athens), Greece
★ Bucket-list Miramare CastleDiocletian's PalaceSemi-Private Caldera Catamaran with Hot Springs &…Ephesus + the Terrace Houses with a licensed archa… +2 more
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from $2,149
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Princess · Sapphire PrincessOne-way
North America 10 nights Sep 23 – Oct 3, 2026 from Boston, Massachusetts to Quebec City, Quebec
Boston, Massachusetts · Portland, Maine · … · Quebec City, Quebec8 ports
Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Sydney, Nova Scotia · Charlottetown, Prince Edward Island · Saguenay Fjord, Canada · Quebec City, Quebec
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgBridgeClimb Sydney
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from $1,229
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Princess · Enchanted PrincessOne-way
Mediterranean 11 nights Sep 25 – Oct 6, 2026 from Piraeus (Athens), Greece to Civitavecchia (Rome), Italy
Piraeus (Athens), Greece · Santorini (Thira), Greece · … · Civitavecchia (Rome), Italy8 ports
Piraeus (Athens), Greece · Santorini (Thira), Greece · Kusadasi (Ephesus), Turkey · Istanbul, Turkey · Rhodes, Greece · Messina, Sicily, Italy · Valletta, Malta · Civitavecchia (Rome), Italy
★ Bucket-list The Acropolis & Parthenon, Guided Skip-the-LineSemi-Private Caldera Catamaran with Hot Springs &…Ephesus + the Terrace Houses with a licensed archa…Hagia Sophia + the upper gallery mosaics with a li… +4 more
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from $2,155
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Princess · Grand PrincessRound-trip
Mexico 10 nights Sep 25 – Oct 5, 2026 from Los Angeles, California
Los Angeles, California · Cabo San Lucas, Mexico · … · Los Angeles, California6 ports
Los Angeles, California · Cabo San Lucas, Mexico · La Paz, Mexico · Loreto, Mexico · Puerto Vallarta, Mexico · Los Angeles, California
★ Bucket-list Warner Bros. Studio Tour HollywoodEl Arco & Lover's BeachHidden Beach at Marietas Islands
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from $849
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Holland America · VolendamOne-way
North America 12 nights Sep 26 – Oct 8, 2026 from Montreal, Quebec to New York, New York
Montreal, Quebec · Quebec City, Quebec · … · New York, New York10 ports
Montreal, Quebec · Quebec City, Quebec · Saguenay Fjord, Canada · Baie-Commeau, Quebec · Charlottetown, Prince Edward Island · Sydney, Nova Scotia · Halifax, Nova Scotia · Boston, Massachusetts · Oak Bluffs, Massachusetts · New York, New York
★ Bucket-list BridgeClimb SydneyPeggy's Cove & LunenburgPrivate Luxury Boston TourManhattan Helicopter Tour
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from $1,529
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Holland America · OosterdamRound-trip
Mediterranean 11 nights Oct 3 – Oct 14, 2026 from Piraeus (Athens), Greece
Piraeus (Athens), Greece · Nafplion, Greece · … · Piraeus (Athens), Greece8 ports
Piraeus (Athens), Greece · Nafplion, Greece · Istanbul, Turkey · Kusadasi (Ephesus), Turkey · Santorini (Thira), Greece · Rhodes, Greece · Souda Bay · Piraeus (Athens), Greece
★ Bucket-list The Acropolis & Parthenon, Guided Skip-the-LineHagia Sophia + the upper gallery mosaics with a li…Ephesus + the Terrace Houses with a licensed archa…Semi-Private Caldera Catamaran with Hot Springs &… +1 more
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from $1,514
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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 IslandHidden Beach at Marietas IslandsIsla de VenadosEl Arco & Lover's Beach
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from $828
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Princess · Sapphire PrincessOne-way
North America 10 nights Oct 3 – Oct 13, 2026 from Quebec City, Quebec to Boston, Massachusetts
Quebec City, Quebec · Saguenay Fjord, Canada · … · Boston, Massachusetts8 ports
Quebec City, Quebec · Saguenay Fjord, Canada · Charlottetown, Prince Edward Island · Sydney, Nova Scotia · Halifax, Nova Scotia · Saint John, New Brunswick · Portland, Maine · Boston, Massachusetts
★ Bucket-list BridgeClimb SydneyPeggy's Cove & LunenburgPrivate Luxury Boston Tour
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from $1,421
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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.

19 lines
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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