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
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Filtering Holland America ×Azamara ×From New York, New York × Clear all
Showing 6 of 6 sailings
Holland America · VolendamRound-trip
Mediterranean 45 nights Oct 8 – Nov 22, 2026 from New York, New York
New York, New York · Ponta Delgada, Azores, Portugal · … · New York, New York23 ports
New York, New York · Ponta Delgada, Azores, Portugal · Lisbon, Portugal · Cartagena, Spain · Barcelona, Spain · Villefranche, France · Livorno (Florence/Pisa), Italy · Civitavecchia (Rome), Italy · Naples, Italy · Messina, Sicily, Italy · Kefalonia, Greece · Iraklion (Heraklion), Crete, Greece · Rhodes, Greece · Bodrum, Turkey · Kusadasi (Ephesus), Turkey · Istanbul, Turkey · Piraeus (Athens), Greece · Valletta, Malta · La Goulette, Tunisia · Malaga, Spain · Cadiz (Seville), Spain · Funchal, Madeira, Portugal · New York, New York
★ Bucket-list Manhattan Helicopter TourSete Cidades Twin LakesSintraThe Roman Theatre of Cartagena with the Rafael Mon… +18 more
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from $6,224
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Azamara · Azamara JourneyOne-way
Bermuda 9 nights Oct 29 – Nov 7, 2026 from New York, New York to San Juan, Puerto Rico
New York, New York · Hamilton, Bermuda · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico
★ Bucket-list Manhattan Helicopter TourRising Son CatamaranRandom Wind 'Paradise Day Sail'Norman Island +1 more
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from $1,609
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Holland America · VolendamOne-way
Caribbean 30 nights Nov 22 – Dec 22, 2026 from New York, New York to Fort Lauderdale (Port Everglades), Florida
New York, New York · Fort Lauderdale (Port Everglades), Florida · … · Fort Lauderdale (Port Everglades), Florida17 ports
New York, New York · Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Fort-de-France, Martinique · Bridgetown, Barbados · Crossing The Amazon River Bar, Brazil · Macapa, Brazil · Santarem, Brazil · Boca da Valeria, Brazil · Manaus, Brazil · Parintins, Brazil · Alter do Chao, Brazil · Crossing The Equator · Belem, Brazil · Devils Island, French Guiana · Willemstad, Curacao · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Manhattan Helicopter TourEverglades Airboat Skim + Gator Boys Live ShowRandom Wind 'Paradise Day Sail'Mount Pelée & Saint-Pierre +12 more
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from $4,799
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Azamara · Azamara QuestOne-way
North America 12 nights Sep 10 – Sep 22, 2027 from New York, New York to Montreal, Quebec
New York, New York · Cape Cod, Massachusetts · … · Montreal, Quebec14 ports
New York, New York · Cape Cod, Massachusetts · Marthas Vineyard, Massachusetts · Boston, Massachusetts · Bar Harbor, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Cap-Aux-Meules, Canada · Gaspe, Quebec · Sept-Iles, Canada · Cruise Saguenay River · Saguenay Fjord, Canada · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Manhattan Helicopter TourProvincetown Whale WatchAquinnah Cliffs & Gay Head LighthousePrivate Luxury Boston Tour +8 more
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from $5,019
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Holland America · VolendamRepositioning
Middle East 47 nights Oct 11 – Nov 27, 2027 from New York, New York to Fort Lauderdale (Port Everglades), Florida
New York, New York · Ponta Delgada, Azores, Portugal · … · Fort Lauderdale (Port Everglades), Florida22 ports
New York, New York · Ponta Delgada, Azores, Portugal · Lisbon, Portugal · Cartagena, Spain · Barcelona, Spain · Villefranche, France · Livorno (Florence/Pisa), Italy · Civitavecchia (Rome), Italy · Naples, Italy · Iraklion (Heraklion), Crete, Greece · Ashdod (Jerusalem), Israel · Haifa, Israel · Alexandria, Egypt · Kusadasi (Ephesus), Turkey · Istanbul, Turkey · Piraeus (Athens), Greece · Valletta, Malta · La Goulette, Tunisia · Malaga, Spain · Tangier, Morocco · New York, New York · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Manhattan Helicopter TourSete Cidades Twin LakesSintraThe Roman Theatre of Cartagena with the Rafael Mon… +16 more
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from $8,144
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Azamara · Azamara QuestOne-way
Caribbean 17 nights Oct 28 – Nov 14, 2027 from New York, New York to Bridgetown, Barbados
New York, New York · Hamilton, Bermuda · … · Bridgetown, Barbados13 ports
New York, New York · Hamilton, Bermuda · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Virgin Gorda, British Virgin Islands · St. John's, Antigua · Saint- Pierre · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Scarborough, Tobago · Bridgetown, Barbados
★ Bucket-list Manhattan Helicopter TourRising Son CatamaranRandom Wind 'Paradise Day Sail'Norman Island +9 more
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from $5,583
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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.

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