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
My result then click any cruise row to open it
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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Filtering Mexico ×Holland America ×Disney × Clear all
Showing 36 of 129 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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Holland America · Nieuw AmsterdamOne-way
Bahamas 16 nights Oct 2 – Oct 18, 2026 from San Diego, California to Fort Lauderdale (Port Everglades), Florida
San Diego, California · Puerto Vallarta, Mexico · … · Fort Lauderdale (Port Everglades), Florida10 ports
San Diego, California · Puerto Vallarta, Mexico · Huatulco, Mexico · Puerto Chiapas, Mexico · Puerto Quetzal, Guatemala · Acajutla, El Salvador · Panama Canal, Panama · Cartagena, Colombia · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list San Diego ZooHidden Beach at Marietas IslandsThe Roman Theatre of Cartagena with the Rafael Mon…Horseback Riding by Land & Sea +1 more
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from $1,529
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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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Holland America · KoningsdamRepositioning
Hawaii 28 nights Oct 3 – Oct 31, 2026 from Vancouver, British Columbia to San Diego, California
Vancouver, British Columbia · Hilo, Hawaii · … · San Diego, California15 ports
Vancouver, British Columbia · Hilo, Hawaii · Kahului, Maui, Hawaii · Nawiliwili, Kauai · Honolulu, Oahu, Hawaii · Kona, Hawaii · Avalon, Catalina Island, California · San Diego, California · Manzanillo, Mexico · Puerto Vallarta, Mexico · Mazatlan, Mexico · Pichilingue (La Paz), Mexico · Loreto, Mexico · Cabo San Lucas, Mexico · San Diego, California
★ Bucket-list Capilano Suspension Bridge ParkPrivate Big Island Volcanoes & Lava Fields Tour fr…Haleakalā SunrisePearl Harbor +6 more
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from $2,349
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Holland America · EurodamOne-way
North America 4 nights Oct 4 – Oct 8, 2026 from Vancouver, British Columbia to San Diego, California
Vancouver, British Columbia · Santa Barbara, California · San Diego, California
★ Bucket-list Capilano Suspension Bridge ParkSan Diego Zoo
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from $449
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Holland America · ZaandamRepositioning
North America 4 nights Oct 4 – Oct 8, 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 $354
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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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Holland America · EurodamOne-way
Caribbean 16 nights Oct 8 – Oct 24, 2026 from San Diego, California to Fort Lauderdale (Port Everglades), Florida
San Diego, California · Cabo San Lucas, Mexico · … · Fort Lauderdale (Port Everglades), Florida10 ports
San Diego, California · Cabo San Lucas, Mexico · Acapulco, Mexico · Huatulco, Mexico · Puerto Chiapas, Mexico · Puerto Quetzal, Guatemala · Puntarenas, Costa Rica · Panama Canal, Panama · Port of Oranjestad, Aruba, Caribbean · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list San Diego ZooEl Arco & Lover's BeachArubaEverglades Airboat Skim + Gator Boys Live Show
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from $1,699
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Holland America · ZaandamRound-trip
Mexico 7 nights Oct 8 – Oct 15, 2026 from San Diego, California
San Diego, California · Cabo San Lucas, Mexico · Pichilingue (La Paz), Mexico · Loreto, Mexico · San Diego, California
★ Bucket-list San Diego ZooEl Arco & Lover's Beach
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from $949
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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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Holland America · ZaandamRound-trip
Australia & South Pacific 35 nights Oct 15 – Nov 19, 2026 from San Diego, California
San Diego, California · Nawiliwili, Kauai · … · San Diego, California18 ports
San Diego, California · Nawiliwili, Kauai · Honolulu, Oahu, Hawaii · Kahului, Maui, Hawaii · Kona, Hawaii · Cross International Dateline · Fanning Island, Kiribati · Crossing The Equator · Rangiroa, Tahiti · Huahine, French Polynesia · Bora Bora, French Polynesia · Raiatea, French Polynesia · Papeete, Tahiti, French Polynesia · Moorea, French Polynesia · Fakarava, Tahiti · Taiohae, Nuku Hiva, Marquesas · Crossing The Equator · San Diego, California
★ Bucket-list San Diego ZooPearl HarborHaleakalā SunriseBig Island Manta Ray Night Snorkel
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from $4,699
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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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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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Holland America · KoningsdamRound-trip
Mexico 11 nights Oct 20 – Oct 31, 2026 from San Diego, California
San Diego, California · Manzanillo, Mexico · … · San Diego, California8 ports
San Diego, California · Manzanillo, Mexico · Puerto Vallarta, Mexico · Mazatlan, Mexico · Pichilingue (La Paz), Mexico · Loreto, Mexico · Cabo San Lucas, Mexico · San Diego, California
★ Bucket-list San Diego ZooHidden Beach at Marietas IslandsIsla de VenadosEl Arco & Lover's Beach
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from $899
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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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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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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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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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Holland America · KoningsdamRound-trip
Mexico 7 nights Nov 14 – Nov 21, 2026 from San Diego, California
San Diego, California · Avalon, Catalina Island, California · San Francisco, California · Ensenada, Mexico · San Diego, California
★ Bucket-list San Diego ZooPrivate Golf Cart Tour of Avalon with Expert Local…Alcatraz IslandValle de Guadalupe wine country
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from $849
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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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Holland America · ZaandamRound-trip
Mexico 18 nights Nov 19 – Dec 7, 2026 from San Diego, California
San Diego, California · Hilo, Hawaii · … · San Diego, California8 ports
San Diego, California · Hilo, Hawaii · Kona, Hawaii · Kahului, Maui, Hawaii · Nawiliwili, Kauai · Honolulu, Oahu, Hawaii · Ensenada, Mexico · San Diego, California
★ Bucket-list San Diego ZooPrivate Big Island Volcanoes & Lava Fields Tour fr…Big Island Manta Ray Night SnorkelHaleakalā Sunrise +2 more
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from $1,699
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Holland America · KoningsdamRound-trip
Mexico 7 nights Nov 21 – Nov 28, 2026 from San Diego, California
San Diego, California · Cabo San Lucas, Mexico · Pichilingue (La Paz), Mexico · Loreto, Mexico · San Diego, California
★ Bucket-list San Diego ZooEl Arco & Lover's Beach
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from $749
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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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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