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 Explora Journeys Oceania Regent Seabourn Silversea Viking Ocean Windstar River AmaWaterways Avalon Viking River Premium Celebrity Cunard Disney Holland America Princess Virgin Virgin Voyages Contemporary Carnival Costa MSC Cruises Norwegian Royal Caribbean
Must visit a specific port clear
Reset
Filtering Visits Horta × Clear all
Showing 9 of 9 sailings
Azamara · Azamara JourneyRepositioning
Bermuda 12 nights Mar 29 – Apr 10, 2027 from Miami, Florida to Lisbon, Portugal
Miami, Florida · Hamilton, Bermuda · Horta, Azores, Portugal · Lisbon, Portugal
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Rising Son CatamaranPico Mountain Private Climb with Round-Trip Ferry…Sintra
View →
from $1,959
Book This Cruise@ Cruisebound
Norwegian · Norwegian DawnRepositioning
Bahamas 15 nights Apr 4 – Apr 19, 2027 from Jacksonville, Florida to Lisbon, Portugal
Jacksonville, Florida · Great Stirrup Cay, Bahamas · … · Lisbon, Portugal7 ports
Jacksonville, Florida · Great Stirrup Cay, Bahamas · Horta, Azores, Portugal · Ponta Delgada, Azores, Portugal · Funchal, Madeira, Portugal · Portimao, Portugal · Lisbon, Portugal
★ Bucket-list Amelia Island Guided Kayak Tour of Lofton CreekSilver Cove Private VillaPico Mountain Private Climb with Round-Trip Ferry…Sete Cidades Twin Lakes +3 more
View →
from $1,049
Book This Cruise@ Cruisebound
Silversea · Silver WindOne-way
Mediterranean 16 nights Apr 23 – May 9, 2027 from Malaga, Spain to Dublin, Ireland
Malaga, Spain · Funchal, Madeira, Portugal · … · Dublin, Ireland14 ports
Malaga, Spain · Funchal, Madeira, Portugal · Ponta Delgada, Azores, Portugal · Horta, Azores, Portugal · Santa Cruz Das Flores, Azores · Ponta Delgada, Flores Island, · Angra Do Heroismo · Bantry Bay, Ireland · Cliffs Of Moher · Kilronan, Aaran Islands · The Skelligs, Ireland · Ballinskelligs · Cobh (Cork), Ireland · Dublin, Ireland
★ Bucket-list Granada & the AlhambraPico do Arieiro to Pico RuivoSete Cidades Twin LakesPico Mountain Private Climb with Round-Trip Ferry… +3 more
View →
from $15,150
Book This Cruise@ Cruisebound
Regent · Seven Seas PrestigeOne-way
Caribbean 14 nights Apr 27 – May 11, 2027 from New York, New York to Barcelona, Spain
New York, New York · Willis Island · … · Barcelona, Spain12 ports
New York, New York · Willis Island · Royal Naval Dockyard, Bermuda · Willis Island · Horta, Azores, Portugal · Willis Island · Funchal, Madeira, Portugal · Willis Island · Malaga, Spain · Cartagena, Colombia · Valencia, Spain · Barcelona, Spain
★ Bucket-list Manhattan Helicopter TourZodiac Circumnavigation of Willis IslandPrivate Island Wrap-Around Van Tour of BermudaPico Mountain Private Climb with Round-Trip Ferry… +5 more
View →
from $11,649
Book This Cruise@ Cruisebound
Silversea · Silver ShadowOne-way
Mediterranean 12 nights Aug 21 – Sep 2, 2027 from Lisbon, Portugal to New York, New York
Lisbon, Portugal · Ponta Delgada, Azores, Portugal · Praia da Vitoria, Portugal · Horta, Azores, Portugal · New York, New York
★ Bucket-list SintraSete Cidades Twin LakesAlgar do CarvãoPico Mountain Private Climb with Round-Trip Ferry… +1 more
View →
from $7,000
Book This Cruise@ Cruisebound
Oceania · Oceania MarinaOne-way
Mediterranean 23 nights Nov 27 – Dec 20, 2027 from Civitavecchia (Rome), Italy to Miami, Florida
Civitavecchia (Rome), Italy · Bonifacio, Corsica, France · … · Miami, Florida15 ports
Civitavecchia (Rome), Italy · Bonifacio, Corsica, France · Florence, Italy · Cannes, France · Toulon, France · Barcelona, Spain · Valencia, Spain · Gibraltar, British Territory · Seville, Spain · Lisbon, Portugal · Santa Cruz de Tenerife, Canary Islands · Funchal, Madeira, Portugal · Ponta Delgada, Azores, Portugal · Horta, Azores, Portugal · Miami, Florida
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayLavezzi IslandsUffizi GalleryPrivate Boat to Îles de Lérins +11 more
View →
from $5,449
Book This Cruise@ Cruisebound
Oceania · Oceania MarinaRepositioning
Mediterranean 13 nights Dec 7 – Dec 20, 2027 from Lisbon, Portugal to Miami, Florida
Lisbon, Portugal · Suez Canal, Egypt · … · Miami, Florida7 ports
Lisbon, Portugal · Suez Canal, Egypt · Santa Cruz de Tenerife, Canary Islands · Funchal, Madeira, Portugal · Ponta Delgada, Azores, Portugal · Horta, Azores, Portugal · Miami, Florida
★ Bucket-list SintraPrivate Giza Pyramids, Sphinx & Valley Temple Day…Teide National ParkPico do Arieiro to Pico Ruivo +3 more
View →
from $2,749
Book This Cruise@ Cruisebound
Regent · Seven Seas VoyagerOne-way
Bermuda 14 nights Mar 18 – Apr 1, 2028 from Miami, Florida to Barcelona, Spain
Miami, Florida · Willis Island · … · Barcelona, Spain10 ports
Miami, Florida · Willis Island · Royal Naval Dockyard, Bermuda · Willis Island · Horta, Azores, Portugal · Willis Island · Cadiz (Seville), Spain · Willis Island · Valencia, Spain · Barcelona, Spain
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandPrivate Island Wrap-Around Van Tour of BermudaPico Mountain Private Climb with Round-Trip Ferry… +3 more
View →
from $5,799
Book This Cruise@ Cruisebound
Azamara · Azamara QuestOne-way
Mediterranean 19 nights Apr 2 – Apr 21, 2028 from Miami, Florida to Barcelona, Spain
Miami, Florida · Hamilton, Bermuda · … · Barcelona, Spain11 ports
Miami, Florida · Hamilton, Bermuda · Horta, Azores, Portugal · Lisbon, Portugal · Portimao, Portugal · Cadiz (Seville), Spain · Gibraltar, British Territory · Malaga, Spain · Cartagena, Spain · Valencia, Spain · Barcelona, Spain
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Rising Son CatamaranPico Mountain Private Climb with Round-Trip Ferry…Sintra +7 more
View →
from $6,482
Book This Cruise@ Cruisebound

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.

23 lines
aboard
MSC Cruises Royal Caribbean Carnival Viking River Norwegian AmaWaterways Costa Princess Celebrity Avalon Disney Viking Ocean Holland America Silversea Oceania Virgin Regent Explora Journeys Cunard Azamara Windstar Seabourn Virgin Voyages