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
Must visit a specific port clear
Reset
Filtering Bermuda ×Europe ×Visits Saint John × Clear all
Showing 34 of 34 sailings
Carnival · Carnival VeneziaRound-trip
North America Jun 18, 2026 from New York, New York
New York, New York · Saint John, New Brunswick · Halifax, Nova Scotia · New York, New York
★ Bucket-list Manhattan Helicopter TourReversing Falls & Fundy Tidal BorePeggy's Cove & Lunenburg
View →
from $437
Book This Cruise@ Cruisebound
Norwegian · Norwegian JewelRound-trip
Bermuda 9 nights Aug 27 – Sep 5, 2026 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Saint John, New Brunswick · Halifax, Nova Scotia · Philadelphia, Pennsylvania
★ Bucket-list Private Island Wrap-Around Van Tour of BermudaReversing Falls & Fundy Tidal BorePeggy's Cove & Lunenburg
View →
from $774
Book This Cruise@ Cruisebound
Norwegian · Norwegian EscapeRound-trip
North America 7 nights Aug 29 – Sep 5, 2026 from New York, New York
New York, New York · Boston, Massachusetts · … · New York, New York6 ports
New York, New York · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse…Reversing Falls & Fundy Tidal Bore +1 more
View →
from $956
Book This Cruise@ Cruisebound
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 TourPrivate Acadia National Park Van Tour with Expert…Reversing Falls & Fundy Tidal BorePeggy's Cove & Lunenburg +4 more
View →
from $1,071
Book This Cruise@ Cruisebound
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 IslandReversing Falls & Fundy Tidal BorePeggy's Cove & Lunenburg +4 more
View →
from $14,780
Book This Cruise@ Cruisebound
Norwegian · Norwegian EscapeRound-trip
North America 7 nights Sep 12 – Sep 19, 2026 from New York, New York
New York, New York · Halifax, Nova Scotia · … · New York, New York7 ports
New York, New York · Halifax, Nova Scotia · Saint John, New Brunswick · Boston, Massachusetts · Portland, Maine · Newport, Rhode Island · New York, New York
★ Bucket-list Manhattan Helicopter TourPeggy's Cove & LunenburgReversing Falls & Fundy Tidal BorePrivate Luxury Boston Tour +2 more
View →
from $935
Book This Cruise@ Cruisebound
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 Portland Head Light & Casco Bay Scenic Lighthouse…Reversing Falls & Fundy Tidal BorePeggy's Cove & Lunenburg
View →
from $1,779
Book This Cruise@ Cruisebound
Azamara · Azamara JourneyOne-way
North America 12 nights Sep 25 – Oct 7, 2026 from Montreal, Quebec to New York, New York
Montreal, Quebec · Quebec City, Quebec · … · New York, New York13 ports
Montreal, Quebec · Quebec City, Quebec · Saguenay Fjord, Canada · Charlottetown, Prince Edward Island · Sydney, Nova Scotia · Halifax, Nova Scotia · Lunenburg, Nova Scotia · Saint John, New Brunswick · Portland, Maine · Cape Cod, Massachusetts · Boston, Massachusetts · Marthas Vineyard, Massachusetts · New York, New York
★ Bucket-list Old Québec Private Walking Tour with Expert Local…Green Gables House & Anne of Green Gables Island E…BridgeClimb SydneyPeggy's Cove & Lunenburg +4 more
View →
from $3,649
Book This Cruise@ Cruisebound
Norwegian · Norwegian JewelOne-way
North America 11 nights Sep 26 – Oct 7, 2026 from Philadelphia, Pennsylvania to Quebec City, Quebec
Philadelphia, Pennsylvania · Portland, Maine · … · Quebec City, Quebec9 ports
Philadelphia, Pennsylvania · Portland, Maine · 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 Portland Head Light & Casco Bay Scenic Lighthouse…Private Acadia National Park Van Tour with Expert…Reversing Falls & Fundy Tidal BorePeggy's Cove & Lunenburg +4 more
View →
from $1,090
Book This Cruise@ Cruisebound
Princess · Majestic PrincessRound-trip
North America 7 nights Oct 3 – Oct 10, 2026 from New York, New York
New York, New York · Newport, Rhode Island · … · New York, New York6 ports
New York, New York · Newport, Rhode Island · Boston, Massachusetts · Saint John, New Brunswick · Halifax, Nova Scotia · New York, New York
★ Bucket-list Manhattan Helicopter TourThe BreakersPrivate Luxury Boston TourReversing Falls & Fundy Tidal Bore +1 more
View →
from $1,388
Book This Cruise@ Cruisebound
Regent · Seven Seas SplendorOne-way
Australia & South Pacific 11 nights Oct 9 – Oct 20, 2026 from Montreal, Quebec to New York, New York
Montreal, Quebec · Quebec City, Quebec · … · New York, New York12 ports
Montreal, Quebec · Quebec City, Quebec · Saguenay Fjord, Canada · Baie-Commeau, Quebec · Willis Island · Charlottetown, Prince Edward Island · Sydney, Nova Scotia · Halifax, Nova Scotia · Saint John, New Brunswick · Eastport, Maine, United States · Willis Island · New York, New York
★ Bucket-list Old Québec Private Walking Tour with Expert Local…Zodiac Circumnavigation of Willis IslandGreen Gables House & Anne of Green Gables Island E…BridgeClimb Sydney +3 more
View →
from $11,399
Book This Cruise@ Cruisebound
Princess · Majestic PrincessRound-trip
North America 7 nights Oct 10 – Oct 17, 2026 from New York, New York
New York, New York · Newport, Rhode Island · … · New York, New York7 ports
New York, New York · Newport, Rhode Island · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · New York, New York
★ Bucket-list Manhattan Helicopter TourThe BreakersPrivate Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse… +2 more
View →
from $1,404
Book This Cruise@ Cruisebound
Princess · Majestic PrincessRound-trip
North America 7 nights Oct 17 – Oct 24, 2026 from New York, New York
New York, New York · Newport, Rhode Island · … · New York, New York7 ports
New York, New York · Newport, Rhode Island · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · New York, New York
★ Bucket-list Manhattan Helicopter TourThe BreakersPrivate Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse… +2 more
View →
from $1,418
Book This Cruise@ Cruisebound
Regent · Seven Seas SplendorOne-way
Australia & South Pacific 10 nights Oct 20 – Oct 30, 2026 from New York, New York to Montreal, Quebec
New York, New York · Willis Island · … · Montreal, Quebec11 ports
New York, New York · Willis Island · Saint John, New Brunswick · Halifax, Nova Scotia · Sydney, Nova Scotia · Charlottetown, Prince Edward Island · Willis Island · Baie-Commeau, Quebec · Saguenay Fjord, Canada · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Manhattan Helicopter TourZodiac Circumnavigation of Willis IslandReversing Falls & Fundy Tidal BorePeggy's Cove & Lunenburg +3 more
View →
from $12,450
Book This Cruise@ Cruisebound
Princess · Majestic PrincessRound-trip
North America 7 nights Oct 24 – Oct 31, 2026 from New York, New York
New York, New York · Newport, Rhode Island · … · New York, New York7 ports
New York, New York · Newport, Rhode Island · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · New York, New York
★ Bucket-list Manhattan Helicopter TourThe BreakersPrivate Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse… +2 more
View →
from $1,187
Book This Cruise@ Cruisebound
Princess · Majestic PrincessRound-trip
North America 7 nights Oct 31 – Nov 7, 2026 from New York, New York
New York, New York · Newport, Rhode Island · … · New York, New York7 ports
New York, New York · Newport, Rhode Island · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · New York, New York
★ Bucket-list Manhattan Helicopter TourThe BreakersPrivate Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse… +2 more
View →
from $1,145
Book This Cruise@ Cruisebound
Carnival · Carnival FirenzeRound-trip
North America May 27, 2027 from New York, New York
New York, New York · Halifax, Nova Scotia · Saint John, New Brunswick · New York, New York
★ Bucket-list Manhattan Helicopter TourPeggy's Cove & LunenburgReversing Falls & Fundy Tidal Bore
View →
from $596
Book This Cruise@ Cruisebound
Carnival · Carnival FirenzeRound-trip
North America Jun 17, 2027 from New York, New York
New York, New York · Halifax, Nova Scotia · Saint John, New Brunswick · New York, New York
★ Bucket-list Manhattan Helicopter TourPeggy's Cove & LunenburgReversing Falls & Fundy Tidal Bore
View →
from $610
Book This Cruise@ Cruisebound
Carnival · Carnival FirenzeRound-trip
North America Jul 29, 2027 from New York, New York
New York, New York · Halifax, Nova Scotia · Saint John, New Brunswick · New York, New York
★ Bucket-list Manhattan Helicopter TourPeggy's Cove & LunenburgReversing Falls & Fundy Tidal Bore
View →
from $538
Book This Cruise@ Cruisebound
Carnival · Carnival FirenzeRound-trip
North America Aug 19, 2027 from New York, New York
New York, New York · Portland, Maine · Saint John, New Brunswick · New York, New York
★ Bucket-list Manhattan Helicopter TourPortland Head Light & Casco Bay Scenic Lighthouse…Reversing Falls & Fundy Tidal Bore
View →
from $610
Book This Cruise@ Cruisebound
Princess · Regal PrincessRound-trip
North America 7 nights Aug 21 – Aug 28, 2027 from New York, New York
New York, New York · Boston, Massachusetts · … · New York, New York6 ports
New York, New York · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse…Reversing Falls & Fundy Tidal Bore +1 more
View →
from $829
Book This Cruise@ Cruisebound
Princess · Regal PrincessRound-trip
North America 7 nights Aug 28 – Sep 4, 2027 from New York, New York
New York, New York · Boston, Massachusetts · … · New York, New York6 ports
New York, New York · Boston, Massachusetts · Eastport, Maine, United States · Saint John, New Brunswick · Halifax, Nova Scotia · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Luxury Boston TourReversing Falls & Fundy Tidal BorePeggy's Cove & Lunenburg
View →
from $700
Book This Cruise@ Cruisebound
Princess · Regal PrincessRound-trip
North America 7 nights Sep 4 – Sep 11, 2027 from New York, New York
New York, New York · Boston, Massachusetts · … · New York, New York6 ports
New York, New York · Boston, Massachusetts · Eastport, Maine, United States · Saint John, New Brunswick · Halifax, Nova Scotia · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Luxury Boston TourReversing Falls & Fundy Tidal BorePeggy's Cove & Lunenburg
View →
from $727
Book This Cruise@ Cruisebound
Norwegian · Norwegian PearlOne-way
North America 11 nights Sep 7 – Sep 18, 2027 from Philadelphia, Pennsylvania to Quebec City, Quebec
Philadelphia, Pennsylvania · Boston, Massachusetts · … · Quebec City, Quebec9 ports
Philadelphia, Pennsylvania · Boston, Massachusetts · Eastport, Maine, United States · 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 TourReversing Falls & Fundy Tidal BorePeggy's Cove & LunenburgBridgeClimb Sydney +3 more
View →
from $1,212
Book This Cruise@ Cruisebound
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 TourPrivate Luxury Boston TourPrivate Acadia National Park Van Tour with Expert…Reversing Falls & Fundy Tidal Bore +3 more
View →
from $5,019
Book This Cruise@ Cruisebound
Princess · Regal PrincessRound-trip
North America 7 nights Sep 11 – Sep 18, 2027 from New York, New York
New York, New York · Boston, Massachusetts · … · New York, New York6 ports
New York, New York · Boston, Massachusetts · Eastport, Maine, United States · Saint John, New Brunswick · Halifax, Nova Scotia · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Luxury Boston TourReversing Falls & Fundy Tidal BorePeggy's Cove & Lunenburg
View →
from $727
Book This Cruise@ Cruisebound
Princess · Regal PrincessRound-trip
North America 7 nights Sep 18 – Sep 25, 2027 from New York, New York
New York, New York · Newport, Rhode Island · … · New York, New York7 ports
New York, New York · Newport, Rhode Island · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · New York, New York
★ Bucket-list Manhattan Helicopter TourThe BreakersPrivate Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse… +2 more
View →
from $889
Book This Cruise@ Cruisebound
Norwegian · Norwegian PearlOne-way
North America 11 nights Sep 28 – Oct 9, 2027 from Philadelphia, Pennsylvania to Quebec City, Quebec
Philadelphia, Pennsylvania · Boston, Massachusetts · … · Quebec City, Quebec9 ports
Philadelphia, Pennsylvania · Boston, Massachusetts · Eastport, Maine, United States · 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 TourReversing Falls & Fundy Tidal BorePeggy's Cove & LunenburgBridgeClimb Sydney +3 more
View →
from $1,609
Book This Cruise@ Cruisebound
Princess · Regal PrincessRound-trip
North America 7 nights Oct 2 – Oct 9, 2027 from New York, New York
New York, New York · Newport, Rhode Island · … · New York, New York7 ports
New York, New York · Newport, Rhode Island · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · New York, New York
★ Bucket-list Manhattan Helicopter TourThe BreakersPrivate Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse… +2 more
View →
from $1,449
Book This Cruise@ Cruisebound
Azamara · Azamara QuestOne-way
North America 12 nights Oct 16 – Oct 28, 2027 from Montreal, Quebec to New York, New York
Montreal, Quebec · Quebec City, Quebec · … · New York, New York13 ports
Montreal, Quebec · Quebec City, Quebec · Saguenay Fjord, Canada · Baie-Commeau, Quebec · Gaspe, Quebec · Halifax, Nova Scotia · Lunenburg, Nova Scotia · Saint John, New Brunswick · Portland, Maine · Cape Cod, Massachusetts · Boston, Massachusetts · Newport, Rhode Island · New York, New York
★ Bucket-list Old Québec Private Walking Tour with Expert Local…Percé Rock & Bonaventure IslandPeggy's Cove & LunenburgReversing Falls & Fundy Tidal Bore +4 more
View →
from $6,559
Book This Cruise@ Cruisebound
Princess · Regal PrincessRound-trip
North America 7 nights Oct 16 – Oct 23, 2027 from New York, New York
New York, New York · Newport, Rhode Island · … · New York, New York7 ports
New York, New York · Newport, Rhode Island · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · New York, New York
★ Bucket-list Manhattan Helicopter TourThe BreakersPrivate Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse… +2 more
View →
from $769
Book This Cruise@ Cruisebound
Norwegian · Norwegian PearlRound-trip
North America 11 nights Oct 19 – Oct 30, 2027 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Boston, Massachusetts · … · Philadelphia, Pennsylvania9 ports
Philadelphia, Pennsylvania · Boston, Massachusetts · Eastport, Maine, United States · Saint John, New Brunswick · Halifax, Nova Scotia · Sydney, Nova Scotia · Charlottetown, Prince Edward Island · Portland, Maine · Philadelphia, Pennsylvania
★ Bucket-list Private Luxury Boston TourReversing Falls & Fundy Tidal BorePeggy's Cove & LunenburgBridgeClimb Sydney +2 more
View →
from $1,459
Book This Cruise@ Cruisebound
Carnival · Carnival FirenzeRound-trip
North America Oct 25, 2027 from New York, New York
New York, New York · Saint John, New Brunswick · New York, New York
★ Bucket-list Manhattan Helicopter TourReversing Falls & Fundy Tidal Bore
View →
from $381
Book This Cruise@ Cruisebound
Princess · Regal PrincessRound-trip
North America 7 nights Oct 30 – Nov 6, 2027 from New York, New York
New York, New York · Newport, Rhode Island · … · New York, New York7 ports
New York, New York · Newport, Rhode Island · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · New York, New York
★ Bucket-list Manhattan Helicopter TourThe BreakersPrivate Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse… +2 more
View →
from $806
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