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.

When are you free? — only cruises that fit entirely inside your dates
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Where to? tap as many as you like 1 selected · clear Caribbean Mediterranean Alaska Bahamas Mexico Northern Europe Hawaii Bermuda Europe Asia Australia & South Pacific Panama Canal South America North America Pacific Middle East Africa
Trip tap one or more Round-trip One-way Repositioning
Length tap one or more 3–5 nights 6–8 nights 9–12 nights 13+ nights
Cruise level tap one or more Luxury Premium Contemporary River
+ pick specific cruise lines · 2 selected
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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Showing 36 of 152 sailings
Disney · Disney MagicRepositioning
North America 4 nights Sep 17 – Sep 21, 2026 from Vancouver, British Columbia to San Diego, California
Vancouver, British Columbia · San Diego, California
★ Bucket-list Capilano Suspension Bridge ParkSan Diego Zoo
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from $898
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Disney · Disney MagicRound-trip
Mexico 4 nights Sep 21 – Sep 25, 2026 from San Diego, California
San Diego, California · Ensenada, Mexico · San Diego, California
★ Bucket-list San Diego ZooValle de Guadalupe wine country
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from $942
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Disney · Disney MagicRound-trip
Mexico 3 nights Sep 25 – Sep 28, 2026 from San Diego, California
San Diego, California · Ensenada, Mexico · San Diego, California
★ Bucket-list San Diego ZooValle de Guadalupe wine country
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from $940
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Disney · Disney MagicRound-trip
Mexico 3 nights Sep 28 – Oct 1, 2026 from San Diego, California
San Diego, California · Ensenada, Mexico · San Diego, California
★ Bucket-list San Diego ZooValle de Guadalupe wine country
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from $784
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Disney · Disney WonderRepositioning
North America 5 nights Sep 28 – Oct 3, 2026 from Vancouver, British Columbia to San Diego, California
Vancouver, British Columbia · Victoria, British Columbia · San Diego, California
★ Bucket-list Capilano Suspension Bridge ParkPrivate Whale Watching ExpeditionSan Diego Zoo
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from $831
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Disney · Disney MagicRound-trip
Mexico 4 nights Oct 1 – Oct 5, 2026 from San Diego, California
San Diego, California · Avalon, Catalina Island, California · Ensenada, Mexico · San Diego, California
★ Bucket-list San Diego ZooPrivate Golf Cart Tour of Avalon with Expert Local…Valle de Guadalupe wine country
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from $1,137
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Norwegian · Norwegian JoyOne-way
North America 6 nights Oct 1 – Oct 7, 2026 from Vancouver, British Columbia to Los Angeles, California
Vancouver, British Columbia · Seattle, Washington · … · Los Angeles, California6 ports
Vancouver, British Columbia · Seattle, Washington · Vancouver, British Columbia · Astoria, Oregon · San Francisco, California · Los Angeles, California
★ Bucket-list Capilano Suspension Bridge ParkSpace Needle & Chihuly Garden of GlassAlcatraz IslandWarner Bros. Studio Tour Hollywood
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from $609
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Disney · Disney WonderRound-trip
Mexico 7 nights Oct 3 – Oct 10, 2026 from San Diego, California
San Diego, California · Puerto Vallarta, Mexico · Cabo San Lucas, Mexico · Ensenada, Mexico · San Diego, California
★ Bucket-list San Diego ZooHidden Beach at Marietas IslandsEl Arco & Lover's BeachValle de Guadalupe wine country
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from $1,292
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Disney · Disney MagicRound-trip
Mexico 4 nights Oct 5 – Oct 9, 2026 from San Diego, California
San Diego, California · Avalon, Catalina Island, California · Ensenada, Mexico · San Diego, California
★ Bucket-list San Diego ZooPrivate Golf Cart Tour of Avalon with Expert Local…Valle de Guadalupe wine country
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from $993
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Norwegian · Norwegian JoyOne-way
Caribbean 16 nights Oct 7 – Oct 23, 2026 from Los Angeles, California to Miami, Florida
Los Angeles, California · Cabo San Lucas, Mexico · … · Miami, Florida10 ports
Los Angeles, California · Cabo San Lucas, Mexico · Acapulco, Mexico · Puerto Quetzal, Guatemala · Puerto Caldera, Costa Rica · Panama City, Panama · Panama Canal, Panama · Cartagena, Colombia · Ocho Rios, Jamaica · Miami, Florida
★ Bucket-list Warner Bros. Studio Tour HollywoodEl Arco & Lover's BeachThe Roman Theatre of Cartagena with the Rafael Mon…Star Island & Millionaire's Row Skyline Cruise on…
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from $1,796
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Disney · Disney MagicRound-trip
Mexico 3 nights Oct 9 – Oct 12, 2026 from San Diego, California
San Diego, California · Ensenada, Mexico · San Diego, California
★ Bucket-list San Diego ZooValle de Guadalupe wine country
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from $967
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Disney · Disney WonderRound-trip
Mexico 3 nights Oct 10 – Oct 13, 2026 from San Diego, California
San Diego, California · Ensenada, Mexico · San Diego, California
★ Bucket-list San Diego ZooValle de Guadalupe wine country
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from $886
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Disney · Disney MagicRound-trip
Mexico 4 nights Oct 12 – Oct 16, 2026 from San Diego, California
San Diego, California · Ensenada, Mexico · San Diego, California
★ Bucket-list San Diego ZooValle de Guadalupe wine country
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from $950
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Norwegian · Norwegian EncoreOne-way
North America 6 nights Oct 12 – Oct 18, 2026 from Vancouver, British Columbia to Los Angeles, California
Vancouver, British Columbia · Victoria, British Columbia · Vancouver, British Columbia · San Francisco, California · Los Angeles, California
★ Bucket-list Capilano Suspension Bridge ParkPrivate Whale Watching ExpeditionAlcatraz IslandWarner Bros. Studio Tour Hollywood
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from $410
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Norwegian · Norwegian BlissOne-way
Caribbean 16 nights Oct 13 – Oct 29, 2026 from Los Angeles, California to Miami, Florida
Los Angeles, California · Cabo San Lucas, Mexico · … · Miami, Florida10 ports
Los Angeles, California · Cabo San Lucas, Mexico · Acapulco, Mexico · Puerto Quetzal, Guatemala · Puerto Caldera, Costa Rica · Panama City, Panama · Panama Canal, Panama · Cartagena, Colombia · Falmouth, Jamaica · Miami, Florida
★ Bucket-list Warner Bros. Studio Tour HollywoodEl Arco & Lover's BeachThe Roman Theatre of Cartagena with the Rafael Mon…Blue Hole & Secret Falls +1 more
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from $1,551
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Disney · Disney MagicRound-trip
Mexico 3 nights Oct 16 – Oct 19, 2026 from San Diego, California
San Diego, California · Ensenada, Mexico · San Diego, California
★ Bucket-list San Diego ZooValle de Guadalupe wine country
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from $934
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Disney · Disney WonderRound-trip
Mexico 4 nights Oct 18 – Oct 22, 2026 from San Diego, California
San Diego, California · Ensenada, Mexico · San Diego, California
★ Bucket-list San Diego ZooValle de Guadalupe wine country
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from $958
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Norwegian · Norwegian EncoreRound-trip
Mexico 7 nights Oct 18 – Oct 25, 2026 from Los Angeles, California
Los Angeles, California · Cabo San Lucas, Mexico · Mazatlan, Mexico · Puerto Vallarta, Mexico · Los Angeles, California
★ Bucket-list Warner Bros. Studio Tour HollywoodEl Arco & Lover's BeachIsla de VenadosHidden Beach at Marietas Islands
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from $671
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Disney · Disney MagicRound-trip
Mexico 5 nights Oct 19 – Oct 24, 2026 from San Diego, California
San Diego, California · Cabo San Lucas, Mexico · Ensenada, Mexico · San Diego, California
★ Bucket-list San Diego ZooEl Arco & Lover's BeachValle de Guadalupe wine country
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from $992
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Disney · Disney WonderRound-trip
Mexico 5 nights Oct 22 – Oct 27, 2026 from San Diego, California
San Diego, California · Cabo San Lucas, Mexico · Ensenada, Mexico · San Diego, California
★ Bucket-list San Diego ZooEl Arco & Lover's BeachValle de Guadalupe wine country
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from $1,162
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Disney · Disney MagicRound-trip
Mexico 6 nights Oct 24 – Oct 30, 2026 from San Diego, California
San Diego, California · Cabo San Lucas, Mexico · Ensenada, Mexico · San Diego, California
★ Bucket-list San Diego ZooEl Arco & Lover's BeachValle de Guadalupe wine country
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from $1,014
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Norwegian · Norwegian EncoreRound-trip
Mexico 7 nights Oct 25 – Nov 1, 2026 from Los Angeles, California
Los Angeles, California · Cabo San Lucas, Mexico · Mazatlan, Mexico · Puerto Vallarta, Mexico · Los Angeles, California
★ Bucket-list Warner Bros. Studio Tour HollywoodEl Arco & Lover's BeachIsla de VenadosHidden Beach at Marietas Islands
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from $548
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Disney · Disney WonderRound-trip
Mexico 6 nights Oct 27 – Nov 2, 2026 from San Diego, California
San Diego, California · Ensenada, Mexico · Cabo San Lucas, Mexico · San Diego, California
★ Bucket-list San Diego ZooValle de Guadalupe wine countryEl Arco & Lover's Beach
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from $1,014
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Disney · Disney MagicRound-trip
Mexico 7 nights Oct 30 – Nov 6, 2026 from San Diego, California
San Diego, California · Puerto Vallarta, Mexico · Cabo San Lucas, Mexico · Ensenada, Mexico · San Diego, California
★ Bucket-list San Diego ZooHidden Beach at Marietas IslandsEl Arco & Lover's BeachValle de Guadalupe wine country
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from $1,264
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Norwegian · Norwegian EncoreRound-trip
Mexico 7 nights Nov 1 – Nov 8, 2026 from Los Angeles, California
Los Angeles, California · Cabo San Lucas, Mexico · Mazatlan, Mexico · Puerto Vallarta, Mexico · Los Angeles, California
★ Bucket-list Warner Bros. Studio Tour HollywoodEl Arco & Lover's BeachIsla de VenadosHidden Beach at Marietas Islands
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from $524
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Disney · Disney WonderRound-trip
Mexico 3 nights Nov 2 – Nov 5, 2026 from San Diego, California
San Diego, California · Ensenada, Mexico · San Diego, California
★ Bucket-list San Diego ZooValle de Guadalupe wine country
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from $778
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Disney · Disney WonderRound-trip
Mexico 4 nights Nov 5 – Nov 9, 2026 from San Diego, California
San Diego, California · Avalon, Catalina Island, California · Ensenada, Mexico · San Diego, California
★ Bucket-list San Diego ZooPrivate Golf Cart Tour of Avalon with Expert Local…Valle de Guadalupe wine country
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from $977
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Disney · Disney MagicRepositioning
Mediterranean 14 nights Nov 6 – Nov 20, 2026 from San Diego, California to Galveston, Texas
San Diego, California · Cabo San Lucas, Mexico · … · Galveston, Texas7 ports
San Diego, California · Cabo San Lucas, Mexico · Puerto Vallarta, Mexico · Panama City, Panama · Cartagena, Spain · Georgetown, Grand Cayman, Cayman Islands · Galveston, Texas
★ Bucket-list San Diego ZooEl Arco & Lover's BeachHidden Beach at Marietas IslandsThe Roman Theatre of Cartagena with the Rafael Mon… +2 more
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from $2,967
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Norwegian · Norwegian BreakawayRepositioning
Caribbean 14 nights Nov 8 – Nov 22, 2026 from Boston, Massachusetts to New Orleans, Louisiana
Boston, Massachusetts · St. Thomas, U.S. Virgin Islands · … · New Orleans, Louisiana8 ports
Boston, Massachusetts · St. Thomas, U.S. Virgin Islands · St. Lucia, Caribbean · St. Georges, Grenada, West Indies · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Georgetown, Grand Cayman, Cayman Islands · New Orleans, Louisiana
★ Bucket-list Private Luxury Boston TourPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Grenada Private Taxi TourPrivate Full-Day Curaçao Island Tour with Local Ex… +3 more
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from $970
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Norwegian · Norwegian EncoreRound-trip
Mexico 7 nights Nov 8 – Nov 15, 2026 from Los Angeles, California
Los Angeles, California · Cabo San Lucas, Mexico · Mazatlan, Mexico · Puerto Vallarta, Mexico · Los Angeles, California
★ Bucket-list Warner Bros. Studio Tour HollywoodEl Arco & Lover's BeachIsla de VenadosHidden Beach at Marietas Islands
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from $532
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Disney · Disney WonderRound-trip
Mexico 4 nights Nov 9 – Nov 13, 2026 from San Diego, California
San Diego, California · Ensenada, Mexico · San Diego, California
★ Bucket-list San Diego ZooValle de Guadalupe wine country
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from $994
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Disney · Disney WonderRound-trip
Mexico 3 nights Nov 13 – Nov 16, 2026 from San Diego, California
San Diego, California · Ensenada, Mexico · San Diego, California
★ Bucket-list San Diego ZooValle de Guadalupe wine country
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from $943
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Norwegian · Norwegian EncoreRound-trip
Mexico 7 nights Nov 15 – Nov 22, 2026 from Los Angeles, California
Los Angeles, California · Cabo San Lucas, Mexico · Mazatlan, Mexico · Puerto Vallarta, Mexico · Los Angeles, California
★ Bucket-list Warner Bros. Studio Tour HollywoodEl Arco & Lover's BeachIsla de VenadosHidden Beach at Marietas Islands
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from $507
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Disney · Disney WonderRound-trip
Mexico 6 nights Nov 16 – Nov 22, 2026 from San Diego, California
San Diego, California · Ensenada, Mexico · Cabo San Lucas, Mexico · San Diego, California
★ Bucket-list San Diego ZooValle de Guadalupe wine countryEl Arco & Lover's Beach
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from $1,344
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Disney · Disney WonderRound-trip
Mexico 7 nights Nov 22 – Nov 29, 2026 from San Diego, California
San Diego, California · Mazatlan, Mexico · Cabo San Lucas, Mexico · Ensenada, Mexico · San Diego, California
★ Bucket-list San Diego ZooIsla de VenadosEl Arco & Lover's BeachValle de Guadalupe wine country
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from $2,347
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Norwegian · Norwegian BreakawayRound-trip
Mexico 7 nights Nov 22 – Nov 29, 2026 from New Orleans, Louisiana
New Orleans, Louisiana · Cozumel, Mexico · … · New Orleans, Louisiana6 ports
New Orleans, Louisiana · Cozumel, Mexico · Roatan, Honduras · Harvest Caye, Belize · Costa Maya, Mexico · New Orleans, Louisiana
★ Bucket-list Steamboat NatchezEl Cielo + Palancar + Columbia 3-Stop SnorkelHold a Sloth at Daniel Johnson's Monkey & Sloth Ha…Lamanai Mayan Ruins +1 more
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from $814
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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