Bucket-List Cruise Adventures

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Bucket-list adventures at every port — where to fly in, and what to do the day(s) before and after.

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Filtering Bahamas ×North America ×Visits Bermuda × Clear all
Showing 36 of 94 sailings
Norwegian · Norwegian BreakawayRound-trip
Bermuda 7 nights Jun 21 – Jun 28, 2026 from Boston, Massachusetts
Boston, Massachusetts · Halifax, Nova Scotia · Royal Naval Dockyard, Bermuda · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgPrivate Island Wrap-Around Van Tour of Bermuda
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from $764
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Carnival · Carnival SunshineRound-trip
Bermuda Jun 23, 2026 from Norfolk, Virginia
Norfolk, Virginia · Bermuda · Norfolk, Virginia
★ Bucket-list Battleship WisconsinRestless Native Catamaran
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from $709
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Carnival · Carnival SunshineRound-trip
Bermuda Jun 28, 2026 from Norfolk, Virginia
Norfolk, Virginia · Bermuda · Norfolk, Virginia
★ Bucket-list Battleship WisconsinRestless Native Catamaran
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from $826
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Norwegian · Norwegian BreakawayRound-trip
Bermuda 7 nights Jun 28 – Jul 5, 2026 from Boston, Massachusetts
Boston, Massachusetts · Halifax, Nova Scotia · Royal Naval Dockyard, Bermuda · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgPrivate Island Wrap-Around Van Tour of Bermuda
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from $801
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Norwegian · Norwegian BreakawayRound-trip
Bermuda 7 nights Jul 5 – Jul 12, 2026 from Boston, Massachusetts
Boston, Massachusetts · Halifax, Nova Scotia · Royal Naval Dockyard, Bermuda · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgPrivate Island Wrap-Around Van Tour of Bermuda
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from $826
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Norwegian · Norwegian BreakawayRound-trip
Bermuda 7 nights Jul 12 – Jul 19, 2026 from Boston, Massachusetts
Boston, Massachusetts · Royal Naval Dockyard, Bermuda · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPrivate Island Wrap-Around Van Tour of Bermuda
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from $1,113
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Norwegian · Norwegian BreakawayRound-trip
Bermuda 7 nights Jul 19 – Jul 26, 2026 from Boston, Massachusetts
Boston, Massachusetts · Halifax, Nova Scotia · Royal Naval Dockyard, Bermuda · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgPrivate Island Wrap-Around Van Tour of Bermuda
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from $883
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Carnival · Carnival SunshineRound-trip
Bermuda Jul 23, 2026 from Norfolk, Virginia
Norfolk, Virginia · Bermuda · Norfolk, Virginia
★ Bucket-list Battleship WisconsinRestless Native Catamaran
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from $620
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Norwegian · Norwegian BreakawayRound-trip
Bermuda 7 nights Jul 26 – Aug 2, 2026 from Boston, Massachusetts
Boston, Massachusetts · Royal Naval Dockyard, Bermuda · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPrivate Island Wrap-Around Van Tour of Bermuda
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from $1,088
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Norwegian · Norwegian BreakawayRound-trip
Bermuda 7 nights Aug 2 – Aug 9, 2026 from Boston, Massachusetts
Boston, Massachusetts · Halifax, Nova Scotia · Royal Naval Dockyard, Bermuda · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgPrivate Island Wrap-Around Van Tour of Bermuda
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from $842
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Carnival · Carnival SunshineRound-trip
Bermuda Aug 6, 2026 from Norfolk, Virginia
Norfolk, Virginia · Bermuda · Norfolk, Virginia
★ Bucket-list Battleship WisconsinRestless Native Catamaran
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from $530
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Norwegian · Norwegian BreakawayRound-trip
Bermuda 7 nights Aug 9 – Aug 16, 2026 from Boston, Massachusetts
Boston, Massachusetts · Halifax, Nova Scotia · Royal Naval Dockyard, Bermuda · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgPrivate Island Wrap-Around Van Tour of Bermuda
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from $867
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Carnival · Carnival SunshineRound-trip
Bermuda Aug 16, 2026 from Norfolk, Virginia
Norfolk, Virginia · Bermuda · Norfolk, Virginia
★ Bucket-list Battleship WisconsinRestless Native Catamaran
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from $657
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Norwegian · Norwegian BreakawayRound-trip
Bermuda 7 nights Aug 16 – Aug 23, 2026 from Boston, Massachusetts
Boston, Massachusetts · Halifax, Nova Scotia · Royal Naval Dockyard, Bermuda · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgPrivate Island Wrap-Around Van Tour of Bermuda
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from $823
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Carnival · Carnival SunshineRound-trip
Bermuda Aug 23, 2026 from Norfolk, Virginia
Norfolk, Virginia · Bermuda · Norfolk, Virginia
★ Bucket-list Battleship WisconsinRestless Native Catamaran
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from $515
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Princess · Island PrincessRound-trip
Mediterranean 50 nights Oct 6 – Nov 25, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · West End, Bermuda · … · Fort Lauderdale (Port Everglades), Florida27 ports
Fort Lauderdale (Port Everglades), Florida · West End, Bermuda · Azores Islands, Portugal · Seville, Spain · Cartagena, Spain · Palma de Mallorca, Spain · Barcelona, Spain · Ajaccio, Corsica, France · Portoferraio (Elba), Italy · Civitavecchia (Rome), Italy · Naples, Italy · Chania, Greece · Santorini (Thira), Greece · Mykonos, Greece · Piraeus (Athens), Greece · Kusadasi (Ephesus), Turkey · Rhodes, Greece · Corfu, Greece · Kotor, Montenegro · Split, Croatia · Dubrovnik, Croatia · Syracuse, Sicily · Valletta, Malta · Gibraltar, British Territory · Casablanca, Morocco · Gran Canaria, Canary Islands · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowPrivate Half-Day Snorkel & Reef Exploration, West…Private Sete Cidades Twin Lakes & Crater Rim DriveRoyal Alcázar of Seville +22 more
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from $5,509
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Carnival · Carnival SunshineRound-trip
Bermuda Oct 11, 2026 from Norfolk, Virginia
Norfolk, Virginia · Bermuda · Norfolk, Virginia
★ Bucket-list Battleship WisconsinRestless Native Catamaran
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from $527
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Holland America · RotterdamRepositioning
Bermuda 13 nights Oct 18 – Oct 31, 2026 from Amsterdam, The Netherlands to Fort Lauderdale (Port Everglades), Florida
Amsterdam, The Netherlands · Zeebrugge (Bruges), Belgium · … · Fort Lauderdale (Port Everglades), Florida6 ports
Amsterdam, The Netherlands · Zeebrugge (Bruges), Belgium · Portland, England · Cornwall, England · Kings Wharf, Bermuda · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Walk Into the Secret Annex - Anne Frank HousePrivate Bruges Full-Day Shore Excursion with Canal…Portland Head Light & Casco Bay Scenic Lighthouse…Bespoke Private Cornwall Day Tour +2 more
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from $1,119
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Norwegian · Norwegian BreakawayRound-trip
Bermuda 7 nights Oct 18 – Oct 25, 2026 from Boston, Massachusetts
Boston, Massachusetts · Halifax, Nova Scotia · Royal Naval Dockyard, Bermuda · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgPrivate Island Wrap-Around Van Tour of Bermuda
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from $745
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Celebrity · Celebrity XcelRepositioning
Bermuda 16 nights Oct 23 – Nov 8, 2026 from Barcelona, Spain to Miami, Florida
Barcelona, Spain · Cartagena, Spain · … · Miami, Florida8 ports
Barcelona, Spain · Cartagena, Spain · Malaga, Spain · Gibraltar, British Territory · Seville, Spain · Funchal, Madeira, Portugal · Royal Naval Dockyard, Bermuda · Miami, Florida
★ Bucket-list Sagrada FamiliaThe Roman Theatre of Cartagena with the Rafael Mon…Granada & the AlhambraUpper Rock Nature Reserve +4 more
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from $2,823
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Holland America · OosterdamRepositioning
Mediterranean 25 nights Oct 24 – Nov 18, 2026 from Piraeus (Athens), Greece to Fort Lauderdale (Port Everglades), Florida
Piraeus (Athens), Greece · Katakolon (Olympia), Greece · … · Fort Lauderdale (Port Everglades), Florida15 ports
Piraeus (Athens), Greece · Katakolon (Olympia), Greece · Sarande, Albania · Valletta, Malta · Messina, Sicily, Italy · Naples, Italy · Civitavecchia (Rome), Italy · Ajaccio, Corsica, France · Villefranche, France · Barcelona, Spain · Cartagena, Spain · Malaga, Spain · Gibraltar, British Territory · Kings Wharf, Bermuda · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list The Acropolis & Parthenon, Guided Skip-the-LineAncient OlympiaButrint UNESCO RuinsSt John's Co-Cathedral & the Caravaggio masterpieces +11 more
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from $3,519
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Norwegian · Norwegian SunOne-way
Bermuda 13 nights Oct 24 – Nov 6, 2026 from New York, New York to Miami, Florida
New York, New York · Royal Naval Dockyard, Bermuda · … · Miami, Florida10 ports
New York, New York · Royal Naval Dockyard, Bermuda · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Cabo Rojo, Dominican Republic · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Manhattan Helicopter TourPrivate Island Wrap-Around Van Tour of BermudaWalk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac… +6 more
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from $1,257
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Norwegian · Norwegian BreakawayRound-trip
Bermuda 7 nights Oct 25 – Nov 1, 2026 from Boston, Massachusetts
Boston, Massachusetts · Halifax, Nova Scotia · Royal Naval Dockyard, Bermuda · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgPrivate Island Wrap-Around Van Tour of Bermuda
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from $693
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Regent · Seven Seas MarinerOne-way
Mediterranean 14 nights Oct 26 – Nov 9, 2026 from Barcelona, Spain to Miami, Florida
Barcelona, Spain · Willis Island · … · Miami, Florida9 ports
Barcelona, Spain · Willis Island · Malaga, Spain · Willis Island · Funchal, Madeira, Portugal · Willis Island · Hamilton, Bermuda · Willis Island · Miami, Florida
★ Bucket-list Sagrada FamiliaZodiac Circumnavigation of Willis IslandGranada & the AlhambraPico do Arieiro to Pico Ruivo +2 more
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from $8,599
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Celebrity · Celebrity AscentRepositioning
Bermuda 14 nights Oct 30 – Nov 13, 2026 from Civitavecchia (Rome), Italy to Fort Lauderdale (Port Everglades), Florida
Civitavecchia (Rome), Italy · Cagliari, Sardinia, Italy · … · Fort Lauderdale (Port Everglades), Florida6 ports
Civitavecchia (Rome), Italy · Cagliari, Sardinia, Italy · Malaga, Spain · Funchal, Madeira, Portugal · Royal Naval Dockyard, Bermuda · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DaySu Nuraxi di BaruminiGranada & the AlhambraPico do Arieiro to Pico Ruivo +2 more
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from $1,440
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Royal Caribbean · Explorer of the SeasRepositioning
Mediterranean 13 nights Oct 31 – Nov 13, 2026 from Barcelona, Spain to Port Canaveral, Florida
Barcelona, Spain · Palma de Mallorca, Spain · … · Port Canaveral, Florida6 ports
Barcelona, Spain · Palma de Mallorca, Spain · Cartagena, Spain · Ponta Delgada, Azores, Portugal · Royal Naval Dockyard, Bermuda · Port Canaveral, Florida
★ Bucket-list Sagrada FamiliaLa Seu Cathedral + Rooftop Terraces ClimbThe Roman Theatre of Cartagena with the Rafael Mon…Sete Cidades Twin Lakes +2 more
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from $1,032
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Norwegian · Norwegian BreakawayRound-trip
Bermuda 7 nights Nov 1 – Nov 8, 2026 from Boston, Massachusetts
Boston, Massachusetts · Halifax, Nova Scotia · Royal Naval Dockyard, Bermuda · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgPrivate Island Wrap-Around Van Tour of Bermuda
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from $707
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Regent · Seven Seas GrandeurOne-way
Bermuda 21 nights Nov 1 – Nov 22, 2026 from Piraeus (Athens), Greece to Miami, Florida
Piraeus (Athens), Greece · Mykonos, Greece · … · Miami, Florida16 ports
Piraeus (Athens), Greece · Mykonos, Greece · Katakolon (Olympia), Greece · Willis Island · Valletta, Malta · Messina, Sicily, Italy · Naples, Italy · Civitavecchia (Rome), Italy · Willis Island · Palma de Mallorca, Spain · Willis Island · Funchal, Madeira, Portugal · Willis Island · Royal Naval Dockyard, Bermuda · Willis Island · Miami, Florida
★ Bucket-list The Acropolis & Parthenon, Guided Skip-the-LineDelosAncient OlympiaZodiac Circumnavigation of Willis Island +8 more
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from $14,205
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Royal Caribbean · Brilliance of the SeasRepositioning
Mediterranean 14 nights Nov 2 – Nov 16, 2026 from Barcelona, Spain to Fort Lauderdale (Port Everglades), Florida
Barcelona, Spain · Valencia, Spain · … · Fort Lauderdale (Port Everglades), Florida7 ports
Barcelona, Spain · Valencia, Spain · Cartagena, Spain · Malaga, Spain · Ponta Delgada, Azores, Portugal · Royal Naval Dockyard, Bermuda · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Sagrada FamiliaOceanograficThe Roman Theatre of Cartagena with the Rafael Mon…Granada & the Alhambra +3 more
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from $1,870
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Holland America · OosterdamRepositioning
Mediterranean 14 nights Nov 4 – Nov 18, 2026 from Barcelona, Spain to Fort Lauderdale (Port Everglades), Florida
Barcelona, Spain · Cartagena, Spain · … · Fort Lauderdale (Port Everglades), Florida6 ports
Barcelona, Spain · Cartagena, Spain · Malaga, Spain · Gibraltar, British Territory · Kings Wharf, Bermuda · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Sagrada FamiliaThe Roman Theatre of Cartagena with the Rafael Mon…Granada & the AlhambraUpper Rock Nature Reserve +2 more
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from $869
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Regent · Seven Seas GrandeurOne-way
Bermuda 21 nights Nov 8 – Nov 29, 2026 from Civitavecchia (Rome), Italy to Miami, Florida
Civitavecchia (Rome), Italy · Willis Island · … · Miami, Florida16 ports
Civitavecchia (Rome), Italy · Willis Island · Palma de Mallorca, Spain · Willis Island · Funchal, Madeira, Portugal · Willis Island · Royal Naval Dockyard, Bermuda · Willis Island · Miami, Florida · Willis Island · Roatan, Honduras · Santo Tomas de Castilla, Guatemala · Harvest Caye, Belize · Costa Maya, Mexico · Willis Island · Miami, Florida
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayZodiac Circumnavigation of Willis IslandLa Seu Cathedral + Rooftop Terraces ClimbPico do Arieiro to Pico Ruivo +6 more
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from $14,399
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Celebrity · Celebrity EclipseRepositioning
Mediterranean 14 nights Nov 10 – Nov 24, 2026 from Barcelona, Spain to Fort Lauderdale (Port Everglades), Florida
Barcelona, Spain · Palma de Mallorca, Spain · … · Fort Lauderdale (Port Everglades), Florida7 ports
Barcelona, Spain · Palma de Mallorca, Spain · Cartagena, Spain · Malaga, Spain · Gibraltar, British Territory · Royal Naval Dockyard, Bermuda · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Sagrada FamiliaLa Seu Cathedral + Rooftop Terraces ClimbThe Roman Theatre of Cartagena with the Rafael Mon…Granada & the Alhambra +3 more
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from $1,056
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Cunard · Queen AnneRepositioning
Northern Europe 17 nights Jan 5 – Jan 22, 2027 from Hamburg, Germany to Fort Lauderdale (Port Everglades), Florida
Hamburg, Germany · Rotterdam, The Netherlands · … · Fort Lauderdale (Port Everglades), Florida7 ports
Hamburg, Germany · Rotterdam, The Netherlands · Zeebrugge (Bruges), Belgium · Southampton, England · Hamilton, Bermuda · Port Canaveral, Florida · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Private Full-Day Hamburg Shore Excursion with Loca…All-Inclusive Private Windmill Tour to Kinderdijk…Private Bruges Full-Day Shore Excursion with Canal…Stand Inside Stonehenge & See the Original 1215 Ma… +3 more
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from $1,829
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Princess · Sky PrincessRepositioning
Northern Europe 15 nights Mar 7 – Mar 22, 2027 from Port Canaveral, Florida to Southampton, England
Port Canaveral, Florida · West End, Bermuda · … · Southampton, England6 ports
Port Canaveral, Florida · West End, Bermuda · Azores Islands, Portugal · Casablanca, Morocco · La Coruna, Spain · Southampton, England
★ Bucket-list Kennedy Space Center Visitor ComplexPrivate Half-Day Snorkel & Reef Exploration, West…Private Sete Cidades Twin Lakes & Crater Rim DrivePrivate Guided Tour of Casablanca with Hassan II M… +2 more
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from $962
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Holland America · RotterdamRepositioning
Northern Europe 15 nights Mar 27 – Apr 11, 2027 from Fort Lauderdale (Port Everglades), Florida to Rotterdam, The Netherlands
Fort Lauderdale (Port Everglades), Florida · Kings Wharf, Bermuda · … · Rotterdam, The Netherlands7 ports
Fort Lauderdale (Port Everglades), Florida · Kings Wharf, Bermuda · Cornwall, England · Portsmouth, England · Le Havre (Paris), France · Zeebrugge (Bruges), Belgium · Rotterdam, The Netherlands
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowDolphin QuestBespoke Private Cornwall Day TourStonehenge & Salisbury Cathedral +3 more
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from $1,124
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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
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from $2,007
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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
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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