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 · 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
Must visit a specific port
Reset
Filtering Holland America ×Princess ×3–5 nights × Clear all
Showing 36 of 52 sailings
Princess · Island PrincessRepositioning
North America 4 nights Sep 16 – Sep 20, 2026 from Vancouver, British Columbia to Los Angeles, California
Vancouver, British Columbia · Los Angeles, California
★ Bucket-list Capilano Suspension Bridge ParkWarner Bros. Studio Tour Hollywood
View →
from $231
Book This Cruise@ Cruisebound
Princess · Crown PrincessOne-way
Australia & South Pacific 4 nights Oct 3 – Oct 7, 2026 from Auckland, New Zealand to Sydney, Australia
Auckland, New Zealand · Sydney, Australia
★ Bucket-list Waiheke Island Private Wine TourBridgeClimb Sydney
View →
from $1,034
Book This Cruise@ Cruisebound
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
View →
from $449
Book This Cruise@ Cruisebound
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
View →
from $354
Book This Cruise@ Cruisebound
Princess · Star PrincessRound-trip
Caribbean 4 nights Oct 20 – Oct 24, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowGibbs Cay Private Stingray Swim & Reef Snorkel
View →
from $411
Book This Cruise@ Cruisebound
Princess · Emerald PrincessRound-trip
Mexico 4 nights Nov 24 – Nov 28, 2026 from Los Angeles, California
Los Angeles, California · San Diego, California · Ensenada, Mexico · Los Angeles, California
★ Bucket-list Warner Bros. Studio Tour HollywoodSan Diego ZooValle de Guadalupe wine country
View →
from $367
Book This Cruise@ Cruisebound
Princess · Ruby PrincessRound-trip
Mexico 5 nights Nov 24 – Nov 29, 2026 from San Francisco, California
San Francisco, California · San Diego, California · Ensenada, Mexico · San Francisco, California
★ Bucket-list Alcatraz IslandSan Diego ZooValle de Guadalupe wine country
View →
from $718
Book This Cruise@ Cruisebound
Princess · Island PrincessRound-trip
Caribbean 5 nights Nov 25 – Nov 30, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · Amber Cove, Dominican Republic · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowGibbs Cay Private Stingray Swim & Reef Snorkel27 Charcos of Damajagua
View →
from $439
Book This Cruise@ Cruisebound
Princess · Royal PrincessRound-trip
Australia & South Pacific 4 nights Dec 18 – Dec 22, 2026 from Sydney, Australia
Sydney, Australia · Eden, Australia · Sydney, Australia
★ Bucket-list BridgeClimb Sydney
View →
from $529
Book This Cruise@ Cruisebound
Princess · Crown PrincessOne-way
Caribbean 5 nights Jan 3 – Jan 8, 2027 from San Juan, Puerto Rico to Bridgetown, Barbados
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · Bridgetown, Barbados6 ports
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Dominica, Caribbean · St. Georges, Grenada, West Indies · Bridgetown, Barbados
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater HikeGrenada Private Taxi Tour +1 more
View →
from $474
Book This Cruise@ Cruisebound
Princess · Grand PrincessOne-way
Australia & South Pacific 4 nights Mar 16 – Mar 20, 2027 from Brisbane, Australia to Sydney, Australia
Brisbane, Australia · Newcastle, Australia · Sydney, Australia
★ Bucket-list Lone Pine Koala SanctuaryBridgeClimb Sydney
View →
from $310
Book This Cruise@ Cruisebound
Princess · Royal PrincessRound-trip
Australia & South Pacific 3 nights Mar 25 – Mar 28, 2027 from Sydney, Australia
Sydney, Australia · Eden, Australia · Sydney, Australia
★ Bucket-list BridgeClimb Sydney
View →
from $445
Book This Cruise@ Cruisebound
Princess · Grand PrincessOne-way
Australia & South Pacific 4 nights Apr 2 – Apr 6, 2027 from Sydney, Australia to Melbourne, Australia
Sydney, Australia · Newcastle, Australia · Melbourne, Australia
★ Bucket-list BridgeClimb Sydney
View →
from $529
Book This Cruise@ Cruisebound
Holland America · KoningsdamOne-way
North America 4 nights Apr 3 – Apr 7, 2027 from San Diego, California to Vancouver, British Columbia
San Diego, California · Victoria, British Columbia · Vancouver, British Columbia
★ Bucket-list San Diego ZooPrivate Whale Watching ExpeditionCapilano Suspension Bridge Park
View →
from $394
Book This Cruise@ Cruisebound
Princess · Star PrincessOne-way
North America 4 nights Apr 26 – Apr 30, 2027 from Los Angeles, California to Vancouver, British Columbia
Los Angeles, California · Vancouver, British Columbia
★ Bucket-list Warner Bros. Studio Tour HollywoodCapilano Suspension Bridge Park
View →
from $374
Book This Cruise@ Cruisebound
Princess · Crown PrincessRound-trip
Alaska 4 nights Apr 27 – May 1, 2027 from Vancouver, British Columbia
Vancouver, British Columbia · Ketchikan, Alaska · Vancouver, British Columbia
★ Bucket-list Capilano Suspension Bridge ParkMisty Fjords Floatplane with a Wilderness Water La…
View →
from $504
Book This Cruise@ Cruisebound
Holland America · Nieuw AmsterdamOne-way
North America 4 nights Apr 28 – May 2, 2027 from San Diego, California to Vancouver, British Columbia
San Diego, California · Victoria, British Columbia · Vancouver, British Columbia
★ Bucket-list San Diego ZooPrivate Whale Watching ExpeditionCapilano Suspension Bridge Park
View →
from $489
Book This Cruise@ Cruisebound
Princess · Royal PrincessOne-way
North America 3 nights Apr 28 – May 1, 2027 from Vancouver, British Columbia to Seattle, Washington
Vancouver, British Columbia · Victoria, British Columbia · Seattle, Washington
★ Bucket-list Capilano Suspension Bridge ParkPrivate Whale Watching ExpeditionSpace Needle & Chihuly Garden of Glass
View →
from $379
Book This Cruise@ Cruisebound
Princess · Discovery PrincessOne-way
North America 5 nights May 1 – May 6, 2027 from Los Angeles, California to Vancouver, British Columbia
Los Angeles, California · Astoria, Oregon · Victoria, British Columbia · Vancouver, British Columbia
★ Bucket-list Warner Bros. Studio Tour HollywoodPrivate Whale Watching ExpeditionCapilano Suspension Bridge Park
View →
from $419
Book This Cruise@ Cruisebound
Princess · Coral PrincessRepositioning
North America 4 nights May 11 – May 15, 2027 from Vancouver, British Columbia to Los Angeles, California
Vancouver, British Columbia · Los Angeles, California
★ Bucket-list Capilano Suspension Bridge ParkWarner Bros. Studio Tour Hollywood
View →
from $424
Book This Cruise@ Cruisebound
Princess · Emerald PrincessOne-way
North America 5 nights May 13 – May 18, 2027 from Los Angeles, California to Vancouver, British Columbia
Los Angeles, California · San Francisco, California · Victoria, British Columbia · Vancouver, British Columbia
★ Bucket-list Warner Bros. Studio Tour HollywoodAlcatraz IslandPrivate Whale Watching ExpeditionCapilano Suspension Bridge Park
View →
from $371
Book This Cruise@ Cruisebound
Princess · Coral PrincessOne-way
North America 4 nights May 15 – May 19, 2027 from Los Angeles, California to Vancouver, British Columbia
Los Angeles, California · Victoria, British Columbia · Vancouver, British Columbia
★ Bucket-list Warner Bros. Studio Tour HollywoodPrivate Whale Watching ExpeditionCapilano Suspension Bridge Park
View →
from $346
Book This Cruise@ Cruisebound
Princess · Emerald PrincessRepositioning
North America 4 nights Sep 14 – Sep 18, 2027 from Vancouver, British Columbia to Los Angeles, California
Vancouver, British Columbia · Los Angeles, California
★ Bucket-list Capilano Suspension Bridge ParkWarner Bros. Studio Tour Hollywood
View →
from $327
Book This Cruise@ Cruisebound
Princess · Coral PrincessRepositioning
North America 5 nights Sep 22 – Sep 27, 2027 from Vancouver, British Columbia to Los Angeles, California
Vancouver, British Columbia · San Diego, California · Los Angeles, California
★ Bucket-list Capilano Suspension Bridge ParkSan Diego ZooWarner Bros. Studio Tour Hollywood
View →
from $526
Book This Cruise@ Cruisebound
Holland America · ZaandamRepositioning
North America 4 nights Oct 3 – Oct 7, 2027 from Vancouver, British Columbia to San Diego, California
Vancouver, British Columbia · San Diego, California
★ Bucket-list Capilano Suspension Bridge ParkSan Diego Zoo
View →
from $559
Book This Cruise@ Cruisebound
Holland America · KoningsdamRepositioning
North America 4 nights Oct 19 – Oct 23, 2027 from Vancouver, British Columbia to San Diego, California
Vancouver, British Columbia · San Diego, California
★ Bucket-list Capilano Suspension Bridge ParkSan Diego Zoo
View →
from $529
Book This Cruise@ Cruisebound
Princess · Emerald PrincessRound-trip
Mexico 4 nights Oct 20 – Oct 24, 2027 from Los Angeles, California
Los Angeles, California · Santa Barbara, California · San Diego, California · Ensenada, Mexico · Los Angeles, California
★ Bucket-list Warner Bros. Studio Tour HollywoodSan Diego ZooValle de Guadalupe wine country
View →
from $601
Book This Cruise@ Cruisebound
Princess · Sapphire PrincessOne-way
Australia & South Pacific 3 nights Oct 23 – Oct 26, 2027 from Brisbane, Australia to Sydney, Australia
Brisbane, Australia · Sydney, Australia
★ Bucket-list Lone Pine Koala SanctuaryBridgeClimb Sydney
View →
from $281
Book This Cruise@ Cruisebound
Princess · Star PrincessRound-trip
Caribbean 5 nights Oct 26 – Oct 31, 2027 from Port Canaveral, Florida
Port Canaveral, Florida · Celebration Key, Bahamas · Grand Turk, Turks and Caicos · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexKayak the Lucayan Caves & Gold Rock Beach with the…Gibbs Cay Private Stingray Swim & Reef Snorkel
View →
from $549
Book This Cruise@ Cruisebound
Princess · Emerald PrincessRound-trip
Caribbean 5 nights Nov 9 – Nov 14, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · Amber Cove, Dominican Republic · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowGibbs Cay Private Stingray Swim & Reef Snorkel27 Charcos of Damajagua
View →
from $526
Book This Cruise@ Cruisebound
Princess · Sky PrincessRound-trip
Bahamas 4 nights Nov 10 – Nov 14, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Celebration Key, Bahamas · Princess Cays, Bahamas · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowKayak the Lucayan Caves & Gold Rock Beach with the…Private Bungalow Day
View →
from $491
Book This Cruise@ Cruisebound
Princess · Crown PrincessRound-trip
Mexico 5 nights Nov 23 – Nov 28, 2027 from Los Angeles, California
Los Angeles, California · Santa Barbara, California · San Diego, California · Ensenada, Mexico · Los Angeles, California
★ Bucket-list Warner Bros. Studio Tour HollywoodSan Diego ZooValle de Guadalupe wine country
View →
from $721
Book This Cruise@ Cruisebound
Princess · Ruby PrincessRound-trip
Mexico 5 nights Nov 23 – Nov 28, 2027 from San Francisco, California
San Francisco, California · San Diego, California · Ensenada, Mexico · San Francisco, California
★ Bucket-list Alcatraz IslandSan Diego ZooValle de Guadalupe wine country
View →
from $838
Book This Cruise@ Cruisebound
Princess · Star PrincessRound-trip
Caribbean 5 nights Nov 23 – Nov 28, 2027 from Port Canaveral, Florida
Port Canaveral, Florida · Celebration Key, Bahamas · Grand Turk, Turks and Caicos · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexKayak the Lucayan Caves & Gold Rock Beach with the…Gibbs Cay Private Stingray Swim & Reef Snorkel
View →
from $564
Book This Cruise@ Cruisebound
Princess · Grand PrincessOne-way
Australia & South Pacific 4 nights Dec 2 – Dec 6, 2027 from Sydney, Australia to Brisbane, Australia
Sydney, Australia · Eden, Australia · Newcastle, Australia · Brisbane, Australia
★ Bucket-list BridgeClimb SydneyLone Pine Koala Sanctuary
View →
from $416
Book This Cruise@ Cruisebound
Princess · Sapphire PrincessRound-trip
Australia & South Pacific 4 nights Dec 11 – Dec 15, 2027 from Fremantle, Australia
Fremantle, Australia · Margaret River, Australia · Fremantle, Australia
View →
from $626
Book This Cruise@ Cruisebound
Load more 16 more

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
aboard
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