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 1 selected · clear 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 · 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
Must visit a specific port
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Filtering Bermuda ×Virgin Voyages ×Round trip × Clear all
Showing 5 of 5 sailings
Virgin Voyages · Valiant LadyRound-trip
North America Sep 19, 2026 from Brooklyn, NY
Brooklyn, NY · Gloucester, Massachusetts · … · Brooklyn, NY6 ports
Brooklyn, NY · Gloucester, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Brooklyn, NY
★ Bucket-list Peggy's Cove & Lunenburg
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from $1,779
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Virgin Voyages · Valiant LadyRound-trip
Bermuda Sep 27, 2026 from Brooklyn, NY
Brooklyn, NY · Kings Wharf, Bermuda · Brooklyn, NY
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from $1,218
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Virgin Voyages · Valiant LadyRound-trip
Bermuda Oct 2, 2026 from Brooklyn, NY
Brooklyn, NY · Kings Wharf, Bermuda · Brooklyn, NY
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from $1,369
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Virgin Voyages · Valiant LadyRound-trip
Bermuda Oct 7, 2026 from Brooklyn, NY
Brooklyn, NY · Kings Wharf, Bermuda · Brooklyn, NY
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from $1,134
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Virgin Voyages · Valiant LadyRound-trip
Bermuda Oct 13, 2026 from Brooklyn, NY
Brooklyn, NY · Kings Wharf, Bermuda · Brooklyn, NY
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from $1,008
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
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