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 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
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 From San Diego, California ×3–5 nights ×6–8 nights × Clear all
Showing 36 of 132 sailings
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 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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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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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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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 · 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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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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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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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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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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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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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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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
View →
from $1,014
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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
View →
from $469
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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
View →
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
View →
from $1,264
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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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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
View →
from $977
Book This Cruise@ Cruisebound
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
View →
from $459
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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
View →
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
View →
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
View →
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
View →
from $373
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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
View →
from $1,344
Book This Cruise@ Cruisebound
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
View →
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
View →
from $2,347
Book This Cruise@ Cruisebound
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
View →
from $727
Book This Cruise@ Cruisebound
Disney · Disney WonderRound-trip
Mexico 5 nights Nov 29 – Dec 4, 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
View →
from $1,292
Book This Cruise@ Cruisebound
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
View →
from $347
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