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
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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
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Length tap one or more 3–5 nights 6–8 nights 9–12 nights 13+ nights
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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
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Filtering Visits Monopoli × Clear all
Showing 9 of 9 sailings
Silversea · Silver ShadowOne-way
Mediterranean 12 nights Apr 25 – May 7, 2027 from Nice, France to Fusina (Venice), Italy
Nice, France · Portoferraio (Elba), Italy · … · Fusina (Venice), Italy12 ports
Nice, France · Portoferraio (Elba), Italy · Porto Santo Stefano, Italy · Sorrento, Italy · Sarande, Albania · Kotor, Montenegro · Monopoli, Italy · Dubrovnik, Croatia · Sibenik, Croatia · Rovinj, Croatia · Piran, Slovenia · Fusina (Venice), Italy
★ Bucket-list French Riviera by Private YachtNapoleon's ElbaPrivate Sailing Day Around Giglio Island & Secret…Pompeii Private Excavation Tour with Archaeologist… +8 more
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from $10,100
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Silversea · Silver ShadowOne-way
Mediterranean 12 nights Jun 12 – Jun 24, 2027 from Nice, France to Fusina (Venice), Italy
Nice, France · Portoferraio (Elba), Italy · … · Fusina (Venice), Italy12 ports
Nice, France · Portoferraio (Elba), Italy · Porto Santo Stefano, Italy · Sorrento, Italy · Sarande, Albania · Kotor, Montenegro · Monopoli, Italy · Dubrovnik, Croatia · Split, Croatia · Rovinj, Croatia · Piran, Slovenia · Fusina (Venice), Italy
★ Bucket-list French Riviera by Private YachtNapoleon's ElbaPrivate Sailing Day Around Giglio Island & Secret…Pompeii Private Excavation Tour with Archaeologist… +8 more
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from $10,000
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Windstar · Wind SpiritOne-way
Mediterranean 7 nights Jun 25 – Jul 2, 2027 from Dubrovnik, Croatia to Venice, Italy
Dubrovnik, Croatia · Kotor, Montenegro · … · Venice, Italy9 ports
Dubrovnik, Croatia · Kotor, Montenegro · Monopoli, Italy · Pmn · Korcula, Croatia · Sib · Opatija, Croatia · Por · Venice, Italy
★ Bucket-list Walk Dubrovnik's Ancient City WallsClimb the City Walls to San Giovanni FortressSunset Private Sailing Along the Monopoli-Polignan…Korčula Old Town +2 more
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from $3,516
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Windstar · Wind SpiritOne-way
Mediterranean 7 nights Jul 9 – Jul 16, 2027 from Dubrovnik, Croatia to Venice, Italy
Dubrovnik, Croatia · Kotor, Montenegro · … · Venice, Italy9 ports
Dubrovnik, Croatia · Kotor, Montenegro · Monopoli, Italy · Pmn · Korcula, Croatia · Sib · Opatija, Croatia · Por · Venice, Italy
★ Bucket-list Walk Dubrovnik's Ancient City WallsClimb the City Walls to San Giovanni FortressSunset Private Sailing Along the Monopoli-Polignan…Korčula Old Town +2 more
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from $2,956
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Windstar · Wind SpiritRound-trip
Mediterranean 11 nights Aug 27 – Sep 7, 2027 from Venice, Italy
Venice, Italy · Rovinj, Croatia · … · Venice, Italy13 ports
Venice, Italy · Rovinj, Croatia · Zadar, Croatia · Hvar, Croatia · Dubrovnik, Croatia · Monopoli, Italy · Korcula, Croatia · Pmn · Sib · Opatija, Croatia · Por · Piran, Slovenia · Venice, Italy
★ Bucket-list Doge's PalacePrivate Nighttime Luxury Speedboat Tour of Rovinj…Kornati National Park & TelašćicaBlue Cave & Vis Island Private Speedboat Day +5 more
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from $6,802
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Windstar · Wind SpiritOne-way
Mediterranean 7 nights Aug 31 – Sep 7, 2027 from Dubrovnik, Croatia to Venice, Italy
Dubrovnik, Croatia · Monopoli, Italy · … · Venice, Italy9 ports
Dubrovnik, Croatia · Monopoli, Italy · Korcula, Croatia · Pmn · Sib · Opatija, Croatia · Por · Piran, Slovenia · Venice, Italy
★ Bucket-list Walk Dubrovnik's Ancient City WallsSunset Private Sailing Along the Monopoli-Polignan…Korčula Old TownLungomare Promenade +2 more
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from $3,729
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Windstar · Wind SpiritOne-way
Mediterranean 16 nights Sep 28 – Oct 14, 2027 from Dubrovnik, Croatia to Civitavecchia (Rome), Italy
Dubrovnik, Croatia · Monopoli, Italy · … · Civitavecchia (Rome), Italy16 ports
Dubrovnik, Croatia · Monopoli, Italy · Pmn · Korcula, Croatia · Sib · Opatija, Croatia · Por · Piran, Slovenia · Venice, Italy · Rovinj, Croatia · Split, Croatia · Dubrovnik, Croatia · Kotor, Montenegro · Messina, Sicily, Italy · Sorrento, Italy · Civitavecchia (Rome), Italy
★ Bucket-list Walk Dubrovnik's Ancient City WallsSunset Private Sailing Along the Monopoli-Polignan…Korčula Old TownLungomare Promenade +8 more
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from $9,138
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Silversea · Silver WindOne-way
Mediterranean 10 nights Apr 27 – May 7, 2028 from Valletta, Malta to Piraeus (Athens), Greece
Valletta, Malta · Monopoli, Italy · … · Piraeus (Athens), Greece11 ports
Valletta, Malta · Monopoli, Italy · Sarande, Albania · Kefalonia, Greece · Monemvasia, Greece · Milos, Nisos Melos · Naxos · Delos, Greece · Mykonos, Greece · Amorgos Island, Greece · Piraeus (Athens), Greece
★ Bucket-list St John's Co-Cathedral & the Caravaggio masterpiecesSunset Private Sailing Along the Monopoli-Polignan…Butrint UNESCO RuinsMelissani Lake Cave +6 more
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from $10,200
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Silversea · Silver ShadowOne-way
Mediterranean 12 nights Aug 8 – Aug 20, 2028 from Fusina (Venice), Italy to Nice, France
Fusina (Venice), Italy · Piran, Slovenia · … · Nice, France12 ports
Fusina (Venice), Italy · Piran, Slovenia · Zadar, Croatia · Sibenik, Croatia · Hvar, Croatia · Kotor, Montenegro · Monopoli, Italy · Otranto · Naples, Italy · Porto Santo Stefano, Italy · Portofino, Italy · Nice, France
★ Bucket-list Private Gondola RidePrivate Piran Walking Tour with Wine & Food TastingKornati National Park & TelašćicaKrka National Park +7 more
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from $7,450
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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.

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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