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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Filtering Royal Caribbean ×Holland America ×From San Diego, California × Clear all
Showing 36 of 102 sailings
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 IslandsCopalitilla Magic WaterfallsPrivate Sumidero Canyon Boat Safari & Chiapa de Co… +6 more
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from $1,529
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Royal Caribbean · Serenade of the SeasRound-trip
Mexico 2 nights Oct 2 – Oct 4, 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 $317
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Royal Caribbean · Serenade of the SeasRound-trip
Mexico 7 nights Oct 4 – Oct 11, 2026 from San Diego, California
San Diego, California · La Paz, Mexico · Cabo San Lucas, Mexico · Ensenada, Mexico · San Diego, California
★ Bucket-list San Diego ZooWhale Shark SnorkelEl Arco & Lover's BeachValle de Guadalupe wine country
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from $489
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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 BeachLa Quebrada Cliff DiversCopalitilla Magic Waterfalls +6 more
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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 BeachIsla Espíritu SantoCoronado Island
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from $949
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Royal Caribbean · Serenade of the SeasRound-trip
Mexico 4 nights Oct 11 – Oct 15, 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 $304
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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 ZooNā Pali Coast Doors-Off Helicopter TourPearl HarborHaleakalā Sunrise +12 more
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from $4,699
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Royal Caribbean · Serenade of the SeasRound-trip
Mexico 3 nights Oct 15 – Oct 18, 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 $276
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Royal Caribbean · Serenade of the SeasRound-trip
Mexico 7 nights Oct 18 – Oct 25, 2026 from San Diego, California
San Diego, California · Ensenada, Mexico · Cabo San Lucas, Mexico · La Paz, Mexico · San Diego, California
★ Bucket-list San Diego ZooValle de Guadalupe wine countryEl Arco & Lover's BeachWhale Shark Snorkel
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from $527
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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 ZooColonial Colima & ComalaHidden Beach at Marietas IslandsIsla de Venados +3 more
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from $899
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Royal Caribbean · Serenade of the SeasRound-trip
Mexico 7 nights Oct 25 – Nov 1, 2026 from San Diego, California
San Diego, California · La Paz, Mexico · Cabo San Lucas, Mexico · Ensenada, Mexico · San Diego, California
★ Bucket-list San Diego ZooWhale Shark SnorkelEl Arco & Lover's BeachValle de Guadalupe wine country
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from $469
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Royal Caribbean · Serenade of the SeasRound-trip
Mexico 7 nights Nov 1 – Nov 8, 2026 from San Diego, California
San Diego, California · Ensenada, Mexico · Cabo San Lucas, Mexico · Mazatlan, Mexico · San Diego, California
★ Bucket-list San Diego ZooValle de Guadalupe wine countryEl Arco & Lover's BeachIsla de Venados
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from $460
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Royal Caribbean · Serenade of the SeasRound-trip
Mexico 7 nights Nov 8 – Nov 15, 2026 from San Diego, California
San Diego, California · Ensenada, Mexico · Cabo San Lucas, Mexico · Mazatlan, Mexico · San Diego, California
★ Bucket-list San Diego ZooValle de Guadalupe wine countryEl Arco & Lover's BeachIsla de Venados
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from $459
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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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Royal Caribbean · Serenade of the SeasRound-trip
Mexico 7 nights Nov 15 – Nov 22, 2026 from San Diego, California
San Diego, California · Ensenada, Mexico · Cabo San Lucas, Mexico · La Paz, Mexico · San Diego, California
★ Bucket-list San Diego ZooValle de Guadalupe wine countryEl Arco & Lover's BeachWhale Shark Snorkel
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from $373
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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 +3 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 BeachIsla Espíritu SantoCoronado Island
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from $749
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Royal Caribbean · Serenade of the SeasRound-trip
Mexico 7 nights Nov 22 – Nov 29, 2026 from San Diego, California
San Diego, California · Cabo San Lucas, Mexico · La Paz, Mexico · Mazatlan, Mexico · San Diego, California
★ Bucket-list San Diego ZooEl Arco & Lover's BeachWhale Shark SnorkelIsla de Venados
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from $727
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Holland America · KoningsdamRound-trip
Mexico 10 nights Nov 28 – Dec 8, 2026 from San Diego, California
San Diego, California · Cabo San Lucas, Mexico · … · San Diego, California7 ports
San Diego, California · Cabo San Lucas, Mexico · Pichilingue (La Paz), Mexico · Loreto, Mexico · Mazatlan, Mexico · Puerto Vallarta, Mexico · San Diego, California
★ Bucket-list San Diego ZooEl Arco & Lover's BeachIsla Espíritu SantoCoronado Island +2 more
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from $849
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Royal Caribbean · Serenade of the SeasRound-trip
Mexico 4 nights Nov 29 – Dec 3, 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 $347
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Royal Caribbean · Serenade of the SeasRound-trip
Mexico 3 nights Dec 3 – Dec 6, 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 $317
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Royal Caribbean · Serenade of the SeasRound-trip
Mexico 4 nights Dec 6 – Dec 10, 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 $295
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Holland America · ZaandamRound-trip
Mexico 12 nights Dec 7 – Dec 19, 2026 from San Diego, California
San Diego, California · Cabo San Lucas, Mexico · … · San Diego, California10 ports
San Diego, California · Cabo San Lucas, Mexico · Loreto, Mexico · Guaymas Sonora Mexico · TOPOLOBAMPO, Mexico · Pichilingue (La Paz), Mexico · Mazatlan, Mexico · Puerto Vallarta, Mexico · Ensenada, Mexico · San Diego, California
★ Bucket-list San Diego ZooEl Arco & Lover's BeachCoronado IslandPerlas del Mar de Cortez +5 more
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from $999
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Holland America · KoningsdamRound-trip
Mexico 11 nights Dec 8 – Dec 19, 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 ZooColonial Colima & ComalaHidden Beach at Marietas IslandsIsla de Venados +3 more
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from $899
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Royal Caribbean · Serenade of the SeasRound-trip
Mexico 3 nights Dec 10 – Dec 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 $298
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Royal Caribbean · Serenade of the SeasRound-trip
Mexico Dec 13, 2026 from San Diego, California
San Diego, California · Avalon, Catalina Island, California · Ensenada, Mexico · Cabo San Lucas, Mexico · San Diego, California
★ Bucket-list San Diego ZooPrivate Golf Cart Tour of Avalon with Expert Local…Valle de Guadalupe wine countryEl Arco & Lover's Beach
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from $485
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Holland America · KoningsdamRound-trip
Mexico 14 nights Dec 19 – Jan 2, 2027 from San Diego, California
San Diego, California · Cabo San Lucas, Mexico · … · San Diego, California9 ports
San Diego, California · Cabo San Lucas, Mexico · Pichilingue (La Paz), Mexico · Loreto, Mexico · San Diego, California · Puerto Vallarta, Mexico · Mazatlan, Mexico · Cabo San Lucas, Mexico · San Diego, California
★ Bucket-list San Diego ZooEl Arco & Lover's BeachIsla Espíritu SantoCoronado Island +2 more
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from $1,979
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Holland America · ZaandamOne-way
Panama Canal 15 nights Dec 19 – Jan 3, 2027 from San Diego, California to Fort Lauderdale (Port Everglades), Florida
San Diego, California · Cabo San Lucas, Mexico · … · Fort Lauderdale (Port Everglades), Florida9 ports
San Diego, California · Cabo San Lucas, Mexico · Puerto Vallarta, Mexico · Huatulco, Mexico · Puerto Quetzal, Guatemala · Puntarenas, Costa Rica · Panama Canal, Panama · Cartagena, Colombia · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list San Diego ZooEl Arco & Lover's BeachHidden Beach at Marietas IslandsCopalitilla Magic Waterfalls +5 more
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from $1,799
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Royal Caribbean · Serenade of the SeasRound-trip
Mexico 7 nights Dec 20 – Dec 27, 2026 from San Diego, California
San Diego, California · Cabo San Lucas, Mexico · La Paz, Mexico · Mazatlan, Mexico · San Diego, California
★ Bucket-list San Diego ZooEl Arco & Lover's BeachWhale Shark SnorkelIsla de Venados
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from $512
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Holland America · KoningsdamRound-trip
Mexico 14 nights Dec 26 – Jan 9, 2027 from San Diego, California
San Diego, California · Puerto Vallarta, Mexico · … · San Diego, California9 ports
San Diego, California · Puerto Vallarta, Mexico · Mazatlan, Mexico · Cabo San Lucas, Mexico · San Diego, California · Cabo San Lucas, Mexico · Pichilingue (La Paz), Mexico · Loreto, Mexico · San Diego, California
★ Bucket-list San Diego ZooHidden Beach at Marietas IslandsIsla de VenadosEl Arco & Lover's Beach +2 more
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from $1,844
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Royal Caribbean · Serenade of the SeasRound-trip
Mexico 7 nights Dec 27 – Jan 3, 2027 from San Diego, California
San Diego, California · Mazatlan, Mexico · La Paz, Mexico · Cabo San Lucas, Mexico · San Diego, California
★ Bucket-list San Diego ZooIsla de VenadosWhale Shark SnorkelEl Arco & Lover's Beach
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from $958
Book This Cruise@ Cruisebound
Holland America · KoningsdamRound-trip
Mexico 7 nights Jan 2 – Jan 9, 2027 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 BeachIsla Espíritu SantoCoronado Island
View →
from $849
Book This Cruise@ Cruisebound
Royal Caribbean · Serenade of the SeasRound-trip
Mexico 7 nights Jan 3 – Jan 10, 2027 from San Diego, California
San Diego, California · La Paz, Mexico · Cabo San Lucas, Mexico · Ensenada, Mexico · San Diego, California
★ Bucket-list San Diego ZooWhale Shark SnorkelEl Arco & Lover's BeachValle de Guadalupe wine country
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from $522
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Holland America · KoningsdamRound-trip
Mexico 17 nights Jan 9 – Jan 26, 2027 from San Diego, California
San Diego, California · Honolulu, Oahu, Hawaii · … · San Diego, California8 ports
San Diego, California · Honolulu, Oahu, Hawaii · Kahului, Maui, Hawaii · Nawiliwili, Kauai · Hilo, Hawaii · Kona, Hawaii · Ensenada, Mexico · San Diego, California
★ Bucket-list San Diego ZooPearl HarborHaleakalā SunriseNā Pali Coast Doors-Off Helicopter Tour +3 more
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from $1,699
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Royal Caribbean · Serenade of the SeasRound-trip
Mexico 4 nights Jan 10 – Jan 14, 2027 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
View →
from $358
Book This Cruise@ Cruisebound
Royal Caribbean · Serenade of the SeasRound-trip
Mexico 3 nights Jan 14 – Jan 17, 2027 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 $238
Book This Cruise@ Cruisebound
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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