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
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+ pick specific cruise lines · 1 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 Virgin Voyages ×Visits Key West × Clear all
Showing 52 of 52 sailings
Virgin Voyages · Resilient LadyRound-trip
Bahamas Jun 18, 2026 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
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from $1,040
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Virgin Voyages · Resilient LadyRound-trip
Bahamas Jul 2, 2026 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
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from $1,160
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Virgin Voyages · Resilient LadyRound-trip
Bahamas Jul 16, 2026 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
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from $960
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Virgin Voyages · Resilient LadyRound-trip
Bahamas Jul 30, 2026 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
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from $1,120
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Virgin Voyages · Resilient LadyRound-trip
Bahamas Aug 27, 2026 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
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from $840
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Virgin Voyages · Resilient LadyRound-trip
Bahamas Sep 10, 2026 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
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from $961
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Virgin Voyages · Resilient LadyRound-trip
Bahamas Sep 24, 2026 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
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from $845
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Virgin Voyages · Resilient LadyRound-trip
Bahamas Oct 8, 2026 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
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from $1,168
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Virgin Voyages · Resilient LadyRound-trip
Bahamas Oct 22, 2026 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
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from $1,148
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Virgin Voyages · Scarlet LadyRound-trip
Bahamas Nov 19, 2026 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
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from $807
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Virgin Voyages · Scarlet LadyRound-trip
Bahamas Dec 3, 2026 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
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from $987
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Virgin Voyages · Brilliant LadyRound-trip
Bahamas Dec 10, 2026 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
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from $967
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Virgin Voyages · Scarlet LadyRound-trip
Bahamas Dec 17, 2026 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
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from $947
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Virgin Voyages · Brilliant LadyRound-trip
Bahamas Jan 7, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
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from $802
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Virgin Voyages · Scarlet LadyRound-trip
Bahamas Jan 14, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
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from $769
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Virgin Voyages · Brilliant LadyRound-trip
Bahamas Jan 21, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
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from $822
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Virgin Voyages · Resilient LadyRound-trip
Caribbean Jan 24, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · Grand Turk, Turks and Caicos · Puerto Plata, Dominican Republic · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkGibbs Cay Private Stingray Swim & Reef SnorkelThe full 27 jumps at the Damajagua Waterfalls
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from $1,023
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Virgin Voyages · Scarlet LadyRound-trip
Bahamas Jan 28, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
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from $989
Book This Cruise@ Cruisebound
Virgin Voyages · Scarlet LadyRound-trip
Bahamas Feb 11, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
View →
from $922
Book This Cruise@ Cruisebound
Virgin Voyages · Brilliant LadyRound-trip
Bahamas Feb 18, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
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from $882
Book This Cruise@ Cruisebound
Virgin Voyages · Scarlet LadyRound-trip
Bahamas Feb 25, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
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from $798
Book This Cruise@ Cruisebound
Virgin Voyages · Brilliant LadyRound-trip
Bahamas Mar 4, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
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from $902
Book This Cruise@ Cruisebound
Virgin Voyages · Scarlet LadyRound-trip
Bahamas Mar 11, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
View →
from $758
Book This Cruise@ Cruisebound
Virgin Voyages · Brilliant LadyRound-trip
Bahamas Mar 18, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
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from $838
Book This Cruise@ Cruisebound
Virgin Voyages · Scarlet LadyRound-trip
Bahamas Mar 25, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
View →
from $838
Book This Cruise@ Cruisebound
Virgin Voyages · Resilient LadyRound-trip
Caribbean Apr 4, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · … · Miami, Florida6 ports
Miami, Florida · Key West, Florida · Ocho Rios, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkStingray City SandbarSwim with Wild Dolphins at Honeymoon Harbour
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from $1,307
Book This Cruise@ Cruisebound
Virgin Voyages · Scarlet LadyRound-trip
Bahamas Apr 8, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
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from $761
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Bahamas Apr 22, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
View →
from $799
Book This Cruise@ Cruisebound
Virgin Voyages · Resilient LadyRound-trip
Bahamas Apr 28, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
View →
from $1,468
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Bahamas May 6, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
View →
from $839
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Bahamas May 20, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
View →
from $879
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Bahamas Jun 3, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
View →
from $880
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Bahamas Jun 17, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
View →
from $880
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Bahamas Jul 1, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
View →
from $920
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Bahamas Jul 15, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
View →
from $1,024
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Bahamas Jul 29, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
View →
from $880
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Bahamas Aug 12, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
View →
from $840
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Bahamas Aug 26, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
View →
from $840
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Bahamas Sep 9, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
View →
from $800
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Bahamas Sep 23, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
View →
from $800
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Bahamas Oct 7, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
View →
from $842
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Bahamas Oct 21, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
View →
from $802
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Bahamas Nov 4, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
View →
from $842
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Bahamas Dec 2, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
View →
from $722
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Bahamas Dec 16, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
View →
from $722
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Bahamas Dec 30, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
View →
from $1,162
Book This Cruise@ Cruisebound
Virgin Voyages · Resilient LadyRound-trip
Caribbean Jan 9, 2028 from Miami, Florida
Miami, Florida · Key West, Florida · … · Miami, Florida6 ports
Miami, Florida · Key West, Florida · Ocho Rios, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkStingray City SandbarSwim with Wild Dolphins at Honeymoon Harbour
View →
from $1,093
Book This Cruise@ Cruisebound
Virgin Voyages · Resilient LadyRound-trip
Bahamas Jan 23, 2028 from Miami, Florida
Miami, Florida · Key West, Florida · Georgetown, Grand Cayman, Cayman Islands · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkStingray City SandbarSwim with Wild Dolphins at Honeymoon Harbour
View →
from $950
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Bahamas Jan 27, 2028 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
View →
from $722
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Bahamas Feb 10, 2028 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
View →
from $722
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Bahamas Mar 9, 2028 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
View →
from $762
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Bahamas Mar 23, 2028 from Miami, Florida
Miami, Florida · Key West, Florida · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkSwim with Wild Dolphins at Honeymoon Harbour
View →
from $762
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.

19 lines
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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