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 2 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
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 Australia & South Pacific ×North America ×Visits Sydney × Clear all
Showing 36 of 602 sailings
Holland America · ZuiderdamOne-way
North America 7 nights Jun 20 – Jun 27, 2026 from Boston, Massachusetts to Quebec City, Quebec
Boston, Massachusetts · Portland, Maine · … · Quebec City, Quebec6 ports
Boston, Massachusetts · Portland, Maine · Halifax, Nova Scotia · Sydney, Nova Scotia · Charlottetown, Prince Edward Island · Quebec City, Quebec
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgBridgeClimb Sydney
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from $889
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Carnival · Carnival AdventureRound-trip
Australia & South Pacific Jul 2, 2026 from Sydney, Australia
Sydney, Australia · Moreton Island, Australia · Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $481
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Carnival · Carnival SplendorRound-trip
Australia & South Pacific Jul 3, 2026 from Sydney, Australia
Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $295
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Princess · Crown PrincessRepositioning
Australia & South Pacific 59 nights Jul 4 – Sep 1, 2026 from Dover (London), England to Sydney, Australia
Dover (London), England · Lerwick, Shetland Islands · … · Sydney, Australia26 ports
Dover (London), England · Lerwick, Shetland Islands · Reykjavik, Iceland · Grundarfjordur, Iceland · Isafjord, Iceland · St. Johns, Newfoundland · Corner Brook, Newfoundland · Quebec City, Quebec · Saguenay Fjord, Canada · Charlottetown, Prince Edward Island · Sydney, Nova Scotia · Halifax, Nova Scotia · New York, New York · Miami, Florida · Cartagena, Colombia · Panama Canal Full Transit New Locks · Manta (Quito), Ecuador · Callao (Lima), Peru · Pisco (Puerto San Martin), Peru · Easter Island, Chile · Adamstown, Pitcairn Island · Papeete, Tahiti, French Polynesia · Moorea, French Polynesia · Cross International Date Line · Auckland, New Zealand · Sydney, Australia
★ Bucket-list White Cliffs of DoverInside the VolcanoDynjandi WaterfallBridgeClimb Sydney +5 more
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from $13,924
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Carnival · Carnival AdventureRound-trip
Australia & South Pacific Jul 15, 2026 from Sydney, Australia
Sydney, Australia · Moreton Island, Australia · Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $530
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Carnival · Carnival SplendorRound-trip
Australia & South Pacific Jul 16, 2026 from Sydney, Australia
Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $366
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Carnival · Carnival SplendorRound-trip
Australia & South Pacific Jul 19, 2026 from Sydney, Australia
Sydney, Australia · Noumea, New Caledonia · … · Sydney, Australia6 ports
Sydney, Australia · Noumea, New Caledonia · Mystery Island Vanuatu · Lautoka, Fiji (tender) · Dravuni Island, Fiji · Sydney, Australia
★ Bucket-list BridgeClimb SydneyAmédée Island Day TripClear Kayak & SnorkelYasawa Islands +1 more
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from $885
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Princess · Crown PrincessRepositioning
Australia & South Pacific 37 nights Jul 26 – Sep 1, 2026 from New York, New York to Sydney, Australia
New York, New York · Miami, Florida · … · Sydney, Australia14 ports
New York, New York · Miami, Florida · Cartagena, Colombia · Panama Canal Full Transit New Locks · Manta (Quito), Ecuador · Callao (Lima), Peru · Pisco (Puerto San Martin), Peru · Easter Island, Chile · Adamstown, Pitcairn Island · Papeete, Tahiti, French Polynesia · Moorea, French Polynesia · X Intl Date Line · Auckland, New Zealand · Sydney, Australia
★ Bucket-list Manhattan Helicopter TourStar Island & Millionaire's Row Skyline Cruise on…The Roman Theatre of Cartagena with the Rafael Mon…Waiheke Island Private Wine Tour +1 more
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from $3,639
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Carnival · Carnival AdventureRound-trip
Australia & South Pacific Jul 29, 2026 from Sydney, Australia
Sydney, Australia · Noumea, New Caledonia · Mystery Island Vanuatu · Port Vila, Vanuatu · Sydney, Australia
★ Bucket-list BridgeClimb SydneyAmédée Island Day TripClear Kayak & SnorkelLelepa Island
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from $673
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Carnival · Carnival SplendorRound-trip
Australia & South Pacific Jul 31, 2026 from Sydney, Australia
Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $305
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Carnival · Carnival SplendorRound-trip
Australia & South Pacific Aug 3, 2026 from Sydney, Australia
Sydney, Australia · Moreton Island, Australia · Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $311
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Carnival · Carnival AdventureRound-trip
Australia & South Pacific Aug 7, 2026 from Sydney, Australia
Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $268
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Carnival · Carnival SplendorRound-trip
Australia & South Pacific Aug 7, 2026 from Sydney, Australia
Sydney, Australia · Port Vila, Vanuatu · … · Sydney, Australia6 ports
Sydney, Australia · Port Vila, Vanuatu · Mystery Island Vanuatu · Lifou, New Caledonia · Noumea, New Caledonia · Sydney, Australia
★ Bucket-list BridgeClimb SydneyLelepa IslandClear Kayak & SnorkelAmédée Island Day Trip
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from $793
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Carnival · Carnival AdventureRound-trip
Australia & South Pacific Aug 10, 2026 from Sydney, Australia
Sydney, Australia · Moreton Island, Australia · … · Sydney, Australia6 ports
Sydney, Australia · Moreton Island, Australia · Airlie Beach · Cairns, Australia · Willis Island · Sydney, Australia
★ Bucket-list BridgeClimb SydneyOuter Great Barrier ReefZodiac Circumnavigation of Willis Island
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from $730
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Carnival · Carnival SplendorRound-trip
Australia & South Pacific Aug 17, 2026 from Sydney, Australia
Sydney, Australia · Moreton Island, Australia · Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $326
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Carnival · Carnival AdventureRound-trip
Australia & South Pacific Aug 19, 2026 from Sydney, Australia
Sydney, Australia · Mystery Island Vanuatu · … · Sydney, Australia6 ports
Sydney, Australia · Mystery Island Vanuatu · Port Vila, Vanuatu · Lifou, New Caledonia · Noumea, New Caledonia · Sydney, Australia
★ Bucket-list BridgeClimb SydneyClear Kayak & SnorkelLelepa IslandAmédée Island Day Trip
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from $718
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Princess · Sapphire PrincessRepositioning
Northern Europe 15 nights Aug 19 – Sep 3, 2026 from Copenhagen, Denmark to Boston, Massachusetts
Copenhagen, Denmark · Lerwick, Shetland Islands · … · Boston, Massachusetts9 ports
Copenhagen, Denmark · Lerwick, Shetland Islands · Stornoway, Scotland · Belfast, Northern Ireland · Liverpool, England · Cobh (Cork), Ireland · Sydney, Nova Scotia · Halifax, Nova Scotia · Boston, Massachusetts
★ Bucket-list Private Copenhagen Walking Tour with a Local ExpertGiant's Causeway Private Luxury Day Tour from Belf…BridgeClimb SydneyPeggy's Cove & Lunenburg +1 more
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from $1,455
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Carnival · Carnival SplendorRound-trip
Australia & South Pacific Aug 21, 2026 from Sydney, Australia
Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $222
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Celebrity · Celebrity SilhouetteOne-way
Europe 14 nights Aug 22 – Sep 5, 2026 from Reykjavik, Iceland to Boston, Massachusetts
Reykjavik, Iceland · Isafjord, Iceland · … · Boston, Massachusetts9 ports
Reykjavik, Iceland · Isafjord, Iceland · Akureyri, Iceland · Prins Christian Sund(cruise) · Qaqortoq, Greenland · St. Johns, Newfoundland · Halifax, Nova Scotia · Sydney, Nova Scotia · Boston, Massachusetts
★ Bucket-list Inside the VolcanoDynjandi WaterfallPeggy's Cove & LunenburgBridgeClimb Sydney +1 more
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from $1,787
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Holland America · ZuiderdamOne-way
North America 7 nights Aug 22 – Aug 29, 2026 from Boston, Massachusetts to Quebec City, Quebec
Boston, Massachusetts · Portland, Maine · … · Quebec City, Quebec6 ports
Boston, Massachusetts · Portland, Maine · Halifax, Nova Scotia · Sydney, Nova Scotia · Charlottetown, Prince Edward Island · Quebec City, Quebec
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgBridgeClimb Sydney
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from $1,159
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Carnival · Carnival SplendorRound-trip
Australia & South Pacific Aug 24, 2026 from Sydney, Australia
Sydney, Australia · Moreton Island, Australia · Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $334
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Carnival · Carnival SplendorRound-trip
Australia & South Pacific Aug 28, 2026 from Sydney, Australia
Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $291
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Carnival · Carnival AdventureRound-trip
Australia & South Pacific Aug 29, 2026 from Sydney, Australia
Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $268
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Princess · Crown PrincessRound-trip
Hawaii 35 nights Aug 29 – Oct 3, 2026 from Auckland, New Zealand
Auckland, New Zealand · Sydney, Australia · … · Auckland, New Zealand16 ports
Auckland, New Zealand · Sydney, Australia · Brisbane, Australia · Suva, Fiji Islands · Apia, Western Samoa · X Intl Date Line · Honolulu, Oahu, Hawaii · Kauai, Hawaii · Kahului, Maui, Hawaii · Hilo, Hawaii · Kona, Hawaii · Papeete, Tahiti, French Polynesia · Moorea, French Polynesia · Papeete, Tahiti, French Polynesia · X Intl Date Line · Auckland, New Zealand
★ Bucket-list Waiheke Island Private Wine TourBridgeClimb SydneyLone Pine Koala SanctuaryNavua River +6 more
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from $9,700
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Carnival · Carnival SplendorRound-trip
Australia & South Pacific Aug 31, 2026 from Sydney, Australia
Sydney, Australia · Noumea, New Caledonia · Lifou, New Caledonia · Mystery Island Vanuatu · Sydney, Australia
★ Bucket-list BridgeClimb SydneyAmédée Island Day TripClear Kayak & Snorkel
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from $671
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Carnival · Carnival AdventureRound-trip
Australia & South Pacific Sep 1, 2026 from Sydney, Australia
Sydney, Australia · Moreton Island, Australia · Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $362
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Princess · Crown PrincessRound-trip
Hawaii 35 nights Sep 2 – Oct 7, 2026 from Sydney, Australia
Sydney, Australia · Brisbane, Australia · … · Sydney, Australia16 ports
Sydney, Australia · Brisbane, Australia · Suva, Fiji Islands · Apia, Western Samoa · X Intl Date Line · Honolulu, Oahu, Hawaii · Kauai, Hawaii · Kahului, Maui, Hawaii · Hilo, Hawaii · Kona, Hawaii · Papeete, Tahiti, French Polynesia · Moorea, French Polynesia · Papeete, Tahiti, French Polynesia · X Intl Date Line · Auckland, New Zealand · Sydney, Australia
★ Bucket-list BridgeClimb SydneyLone Pine Koala SanctuaryNavua RiverTo Sua Ocean Trench, Waterfalls & Piula Cave Pool +6 more
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from $2,352
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Princess · Sapphire PrincessOne-way
North America 10 nights Sep 3 – Sep 13, 2026 from Boston, Massachusetts to Quebec City, Quebec
Boston, Massachusetts · Portland, Maine · … · Quebec City, Quebec8 ports
Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Sydney, Nova Scotia · Charlottetown, Prince Edward Island · Saguenay Fjord, Canada · Quebec City, Quebec
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgBridgeClimb Sydney
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from $1,344
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Princess · Crown PrincessOne-way
Hawaii 33 nights Sep 4 – Oct 7, 2026 from Brisbane, Australia to Sydney, Australia
Brisbane, Australia · Suva, Fiji Islands · … · Sydney, Australia14 ports
Brisbane, Australia · Suva, Fiji Islands · Apia, Western Samoa · X Intl Date Line · Honolulu, Oahu, Hawaii · Kauai, Hawaii · Kahului, Maui, Hawaii · Hilo, Hawaii · Kona, Hawaii · Papeete, Tahiti, French Polynesia · Moorea, French Polynesia · X Intl Date Line · Auckland, New Zealand · Sydney, Australia
★ Bucket-list Lone Pine Koala SanctuaryNavua RiverTo Sua Ocean Trench, Waterfalls & Piula Cave PoolPearl Harbor +6 more
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from $3,500
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Carnival · Carnival AdventureRound-trip
Australia & South Pacific Sep 5, 2026 from Sydney, Australia
Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $274
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Celebrity · Celebrity SilhouetteRound-trip
North America 12 nights Sep 5 – Sep 17, 2026 from Boston, Massachusetts
Boston, Massachusetts · Rockland, Maine · … · Boston, Massachusetts9 ports
Boston, Massachusetts · Rockland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Sydney, Nova Scotia · Quebec City, Quebec · Charlottetown, Prince Edward Island · Portland, Maine · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgBridgeClimb Sydney
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from $3,432
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Norwegian · Norwegian JewelOne-way
North America 11 nights Sep 5 – Sep 16, 2026 from Philadelphia, Pennsylvania to Quebec City, Quebec
Philadelphia, Pennsylvania · Boston, Massachusetts · … · Quebec City, Quebec9 ports
Philadelphia, Pennsylvania · Boston, Massachusetts · Bar Harbor, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Sydney, Nova Scotia · Charlottetown, Prince Edward Island · La Baie, Canada · Quebec City, Quebec
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgBridgeClimb Sydney
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from $1,071
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Regent · Seven Seas SplendorOne-way
Australia & South Pacific 11 nights Sep 6 – Sep 17, 2026 from New York, New York to Montreal, Quebec
New York, New York · Willis Island · … · Montreal, Quebec12 ports
New York, New York · Willis Island · Saint John, New Brunswick · Halifax, Nova Scotia · Sydney, Nova Scotia · Charlottetown, Prince Edward Island · Willis Island · Gaspe, Quebec · Baie-Commeau, Quebec · Saguenay Fjord, Canada · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Manhattan Helicopter TourZodiac Circumnavigation of Willis IslandPeggy's Cove & LunenburgBridgeClimb Sydney
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from $14,780
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Carnival · Carnival AdventureRound-trip
Australia & South Pacific Sep 8, 2026 from Sydney, Australia
Sydney, Australia · Mystery Island Vanuatu · … · Sydney, Australia6 ports
Sydney, Australia · Mystery Island Vanuatu · Port Vila, Vanuatu · Lifou, New Caledonia · Noumea, New Caledonia · Sydney, Australia
★ Bucket-list BridgeClimb SydneyClear Kayak & SnorkelLelepa IslandAmédée Island Day Trip
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from $690
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Holland America · ZuiderdamOne-way
North America 7 nights Sep 12 – Sep 19, 2026 from Quebec City, Quebec to Boston, Massachusetts
Quebec City, Quebec · Charlottetown, Prince Edward Island · … · Boston, Massachusetts6 ports
Quebec City, Quebec · Charlottetown, Prince Edward Island · Sydney, Nova Scotia · Halifax, Nova Scotia · Portland, Maine · Boston, Massachusetts
★ Bucket-list BridgeClimb SydneyPeggy's Cove & LunenburgPrivate Luxury Boston Tour
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from $1,189
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Princess · Sapphire PrincessOne-way
North America 10 nights Sep 13 – Sep 23, 2026 from Quebec City, Quebec to Boston, Massachusetts
Quebec City, Quebec · Saguenay Fjord, Canada · … · Boston, Massachusetts7 ports
Quebec City, Quebec · Saguenay Fjord, Canada · Charlottetown, Prince Edward Island · Sydney, Nova Scotia · Halifax, Nova Scotia · Saint John, New Brunswick · Boston, Massachusetts
★ Bucket-list BridgeClimb SydneyPeggy's Cove & LunenburgPrivate Luxury Boston Tour
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from $1,137
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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