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
Reset
Filtering Pacific ×North America ×6–8 nights × Clear all
Showing 36 of 219 sailings
Norwegian · Norwegian BreakawayRound-trip
Bermuda 7 nights Jun 14 – Jun 21, 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
View →
from $610
Book This Cruise@ Cruisebound
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
View →
from $889
Book This Cruise@ Cruisebound
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
View →
from $764
Book This Cruise@ Cruisebound
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
View →
from $801
Book This Cruise@ Cruisebound
Holland America · ZuiderdamRound-trip
North America 7 nights Jul 4 – Jul 11, 2026 from Boston, Massachusetts
Boston, Massachusetts · Saint John, New Brunswick · Norfolk, Virginia · New York, New York · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourManhattan Helicopter Tour
View →
from $1,479
Book This Cruise@ Cruisebound
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
View →
from $826
Book This Cruise@ Cruisebound
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
View →
from $1,113
Book This Cruise@ Cruisebound
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
View →
from $883
Book This Cruise@ Cruisebound
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
View →
from $1,088
Book This Cruise@ Cruisebound
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
View →
from $842
Book This Cruise@ Cruisebound
Celebrity · Celebrity FloraRound-trip
Pacific 7 nights Aug 9 – Aug 16, 2026 from Isla Baltra, Galapagos Islands
Isla Baltra, Galapagos Islands · Espanola (Hood) Island, Ecuador · … · Isla Baltra, Galapagos Islands14 ports
Isla Baltra, Galapagos Islands · Espanola (Hood) Island, Ecuador · Punta Suarez, Galapagos Islands · Post Office, Galapagos Islands · Cormorant Point (Floreana), Galapagos Islands · Isla Isabela (Caleta Tagus), Galapagos Islands · Elizabeth Bay (Isabela), Galapagos Islands · Punta Espinoza, Galapagos Islands · Isla Isabela (Caleta Tagus), Galapagos Islands · Daphne Island (galapagos) · Plazas Sur,Galapagos Islands, Ecuador · Dragon Hill (santa Cruz), Galapagos Islands · Puerto Ayora, Galapagos Islands · Isla Baltra, Galapagos Islands
View →
from $8,940
Book This Cruise@ Cruisebound
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
View →
from $867
Book This Cruise@ Cruisebound
Celebrity · Celebrity FloraRound-trip
Pacific 7 nights Aug 16 – Aug 23, 2026 from Isla Baltra, Galapagos Islands
Isla Baltra, Galapagos Islands · Isla Rabida, Galapagos Islands · … · Isla Baltra, Galapagos Islands14 ports
Isla Baltra, Galapagos Islands · Isla Rabida, Galapagos Islands · Isla Santiago (Puerto Egas), Galapagos Islands · Isla Isabela (Caleta Tagus), Galapagos Islands · Elizabeth Bay (Isabela), Galapagos Islands · Isla Santiago (Puerto Egas), Galapagos Islands · Bartolome (san Salvador), Galapagos Islands · Daphne Island (galapagos) · Las Bachas · Isla North Seymour, Galapagos Islands · Puerto Baquerizo, Cristobal, Galapagos Islands · Punta Pitt, Galapagos Island · Puerto Ayora, Galapagos Islands · Isla Baltra, Galapagos Islands
View →
from $11,144
Book This Cruise@ Cruisebound
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
View →
from $823
Book This Cruise@ Cruisebound
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
View →
from $1,159
Book This Cruise@ Cruisebound
Norwegian · Norwegian BreakawayRound-trip
North America 7 nights Aug 23 – Aug 30, 2026 from Boston, Massachusetts
Boston, Massachusetts · Portland, Maine · … · Boston, Massachusetts6 ports
Boston, Massachusetts · Portland, Maine · Bar Harbor, Maine · Halifax, Nova Scotia · Saint John, New Brunswick · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPeggy's Cove & Lunenburg
View →
from $838
Book This Cruise@ Cruisebound
Celebrity · Celebrity FloraRound-trip
Pacific 7 nights Aug 30 – Sep 6, 2026 from Isla Baltra, Galapagos Islands
Isla Baltra, Galapagos Islands · Isla Rabida, Galapagos Islands · … · Isla Baltra, Galapagos Islands14 ports
Isla Baltra, Galapagos Islands · Isla Rabida, Galapagos Islands · Isla Santiago (Puerto Egas), Galapagos Islands · Isla Isabela (Caleta Tagus), Galapagos Islands · Elizabeth Bay (Isabela), Galapagos Islands · Isla Santiago (Puerto Egas), Galapagos Islands · Bartolome (san Salvador), Galapagos Islands · Las Bachas · Daphne Island (galapagos) · Isla North Seymour, Galapagos Islands · Puerto Baquerizo, Cristobal, Galapagos Islands · Punta Pitt, Galapagos Island · Puerto Ayora, Galapagos Islands · Isla Baltra, Galapagos Islands
View →
from $6,739
Book This Cruise@ Cruisebound
Norwegian · Norwegian BreakawayRound-trip
North America 7 nights Aug 30 – Sep 6, 2026 from Boston, Massachusetts
Boston, Massachusetts · Portland, Maine · … · Boston, Massachusetts6 ports
Boston, Massachusetts · Portland, Maine · Bar Harbor, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPeggy's Cove & Lunenburg
View →
from $838
Book This Cruise@ Cruisebound
Norwegian · Norwegian BreakawayRound-trip
North America 7 nights Sep 6 – Sep 13, 2026 from Boston, Massachusetts
Boston, Massachusetts · Portland, Maine · … · Boston, Massachusetts6 ports
Boston, Massachusetts · Portland, Maine · Bar Harbor, Maine · Halifax, Nova Scotia · Saint John, New Brunswick · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPeggy's Cove & Lunenburg
View →
from $731
Book This Cruise@ Cruisebound
Holland America · VolendamOne-way
North America 7 nights Sep 12 – Sep 19, 2026 from Montreal, Quebec to Boston, Massachusetts
Montreal, Quebec · Quebec City, Quebec · … · Boston, Massachusetts7 ports
Montreal, Quebec · Quebec City, Quebec · Cap-Aux-Meules, Canada · Halifax, Nova Scotia · Saint John, New Brunswick · Eastport, Maine, United States · Boston, Massachusetts
★ Bucket-list Peggy's Cove & LunenburgPrivate Luxury Boston Tour
View →
from $1,179
Book This Cruise@ Cruisebound
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
View →
from $1,189
Book This Cruise@ Cruisebound
Norwegian · Norwegian BreakawayRound-trip
North America 7 nights Sep 13 – Sep 20, 2026 from Boston, Massachusetts
Boston, Massachusetts · Portland, Maine · … · Boston, Massachusetts6 ports
Boston, Massachusetts · Portland, Maine · Bar Harbor, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPeggy's Cove & Lunenburg
View →
from $690
Book This Cruise@ Cruisebound
Holland America · VolendamOne-way
North America 7 nights Sep 19 – Sep 26, 2026 from Boston, Massachusetts to Montreal, Quebec
Boston, Massachusetts · Eastport, Maine, United States · … · Montreal, Quebec7 ports
Boston, Massachusetts · Eastport, Maine, United States · Halifax, Nova Scotia · Sydney, Nova Scotia · Charlottetown, Prince Edward Island · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgBridgeClimb Sydney
View →
from $1,349
Book This Cruise@ Cruisebound
Holland America · ZuiderdamOne-way
North America 7 nights Sep 19 – Sep 26, 2026 from Boston, Massachusetts to Quebec City, Quebec
Boston, Massachusetts · Halifax, Nova Scotia · Sydney, Nova Scotia · Charlottetown, Prince Edward Island · Quebec City, Quebec
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgBridgeClimb Sydney
View →
from $1,369
Book This Cruise@ Cruisebound
Celebrity · Celebrity FloraRound-trip
Pacific 7 nights Sep 20 – Sep 27, 2026 from Isla Baltra, Galapagos Islands
Isla Baltra, Galapagos Islands · Espanola (Hood) Island, Ecuador · … · Isla Baltra, Galapagos Islands14 ports
Isla Baltra, Galapagos Islands · Espanola (Hood) Island, Ecuador · Punta Suarez, Galapagos Islands · Post Office, Galapagos Islands · Cormorant Point (Floreana), Galapagos Islands · Isla Isabela (Caleta Tagus), Galapagos Islands · Elizabeth Bay (Isabela), Galapagos Islands · Punta Espinoza, Galapagos Islands · Isla Isabela (Caleta Tagus), Galapagos Islands · Daphne Island (galapagos) · Plazas Sur,Galapagos Islands, Ecuador · Dragon Hill (santa Cruz), Galapagos Islands · Puerto Ayora, Galapagos Islands · Isla Baltra, Galapagos Islands
View →
from $6,719
Book This Cruise@ Cruisebound
Norwegian · Norwegian BreakawayRound-trip
North America 7 nights Sep 20 – Sep 27, 2026 from Boston, Massachusetts
Boston, Massachusetts · Portland, Maine · … · Boston, Massachusetts6 ports
Boston, Massachusetts · Portland, Maine · Bar Harbor, Maine · Eastport, Maine, United States · Halifax, Nova Scotia · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPeggy's Cove & Lunenburg
View →
from $690
Book This Cruise@ Cruisebound
Holland America · ZuiderdamOne-way
North America 7 nights Sep 26 – Oct 3, 2026 from Quebec City, Quebec to Boston, Massachusetts
Quebec City, Quebec · Saguenay Fjord, Canada · … · Boston, Massachusetts6 ports
Quebec City, Quebec · Saguenay Fjord, Canada · Cap-Aux-Meules, Canada · Charlottetown, Prince Edward Island · Portland, Maine · Boston, Massachusetts
★ Bucket-list Private Luxury Boston Tour
View →
from $1,409
Book This Cruise@ Cruisebound
Celebrity · Celebrity FloraRound-trip
Pacific 7 nights Sep 27 – Oct 4, 2026 from Isla Baltra, Galapagos Islands
Isla Baltra, Galapagos Islands · Isla Rabida, Galapagos Islands · … · Isla Baltra, Galapagos Islands14 ports
Isla Baltra, Galapagos Islands · Isla Rabida, Galapagos Islands · Isla Santiago (Puerto Egas), Galapagos Islands · Isla Isabela (Caleta Tagus), Galapagos Islands · Elizabeth Bay (Isabela), Galapagos Islands · Isla Santiago (Puerto Egas), Galapagos Islands · Bartolome (san Salvador), Galapagos Islands · Daphne Island (galapagos) · Las Bachas · Isla North Seymour, Galapagos Islands · Puerto Baquerizo, Cristobal, Galapagos Islands · Punta Pitt, Galapagos Island · Puerto Ayora, Galapagos Islands · Isla Baltra, Galapagos Islands
View →
from $14,568
Book This Cruise@ Cruisebound
Norwegian · Norwegian BreakawayRound-trip
North America 7 nights Sep 27 – Oct 4, 2026 from Boston, Massachusetts
Boston, Massachusetts · Portland, Maine · … · Boston, Massachusetts6 ports
Boston, Massachusetts · Portland, Maine · Bar Harbor, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPeggy's Cove & Lunenburg
View →
from $989
Book This Cruise@ Cruisebound
Holland America · ZuiderdamRound-trip
North America 7 nights Oct 3 – Oct 10, 2026 from Boston, Massachusetts
Boston, Massachusetts · Eastport, Maine, United States · … · Boston, Massachusetts7 ports
Boston, Massachusetts · Eastport, Maine, United States · Saint John, New Brunswick · Halifax, Nova Scotia · Sydney, Nova Scotia · Portland, Maine · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgBridgeClimb Sydney
View →
from $1,429
Book This Cruise@ Cruisebound
Celebrity · Celebrity FloraRound-trip
Pacific 7 nights Oct 4 – Oct 11, 2026 from Isla Baltra, Galapagos Islands
Isla Baltra, Galapagos Islands · Punta Suarez, Galapagos Islands · … · Isla Baltra, Galapagos Islands14 ports
Isla Baltra, Galapagos Islands · Punta Suarez, Galapagos Islands · Espanola (Hood) Island, Ecuador · Post Office, Galapagos Islands · Cormorant Point (Floreana), Galapagos Islands · Isla Isabela (Caleta Tagus), Galapagos Islands · Elizabeth Bay (Isabela), Galapagos Islands · Punta Espinoza, Galapagos Islands · Isla Isabela (Caleta Tagus), Galapagos Islands · Daphne Island (galapagos) · Plazas Sur,Galapagos Islands, Ecuador · Dragon Hill (santa Cruz), Galapagos Islands · Puerto Ayora, Galapagos Islands · Isla Baltra, Galapagos Islands
View →
from $6,699
Book This Cruise@ Cruisebound
Norwegian · Norwegian BreakawayRound-trip
North America 7 nights Oct 4 – Oct 11, 2026 from Boston, Massachusetts
Boston, Massachusetts · Portland, Maine · … · Boston, Massachusetts6 ports
Boston, Massachusetts · Portland, Maine · Bar Harbor, Maine · Eastport, Maine, United States · Halifax, Nova Scotia · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPeggy's Cove & Lunenburg
View →
from $797
Book This Cruise@ Cruisebound
Holland America · ZuiderdamOne-way
North America 7 nights Oct 10 – Oct 17, 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
View →
from $1,399
Book This Cruise@ Cruisebound
Celebrity · Celebrity FloraRound-trip
Pacific 7 nights Oct 11 – Oct 18, 2026 from Isla Baltra, Galapagos Islands
Isla Baltra, Galapagos Islands · Isla Rabida, Galapagos Islands · … · Isla Baltra, Galapagos Islands14 ports
Isla Baltra, Galapagos Islands · Isla Rabida, Galapagos Islands · Isla Santiago (Puerto Egas), Galapagos Islands · Isla Isabela (Caleta Tagus), Galapagos Islands · Elizabeth Bay (Isabela), Galapagos Islands · Isla Santiago (Puerto Egas), Galapagos Islands · Bartolome (san Salvador), Galapagos Islands · Las Bachas · Daphne Island (galapagos) · Isla North Seymour, Galapagos Islands · Puerto Baquerizo, Cristobal, Galapagos Islands · Punta Pitt, Galapagos Island · Puerto Ayora, Galapagos Islands · Isla Baltra, Galapagos Islands
View →
from $8,780
Book This Cruise@ Cruisebound
Norwegian · Norwegian BreakawayRound-trip
North America 7 nights Oct 11 – Oct 18, 2026 from Boston, Massachusetts
Boston, Massachusetts · Newport, Rhode Island · … · Boston, Massachusetts6 ports
Boston, Massachusetts · Newport, Rhode Island · Bar Harbor, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPeggy's Cove & Lunenburg
View →
from $957
Book This Cruise@ Cruisebound
Celebrity · Celebrity FloraRound-trip
Pacific 7 nights Oct 18 – Oct 25, 2026 from Isla Baltra, Galapagos Islands
Isla Baltra, Galapagos Islands · Punta Suarez, Galapagos Islands · … · Isla Baltra, Galapagos Islands14 ports
Isla Baltra, Galapagos Islands · Punta Suarez, Galapagos Islands · Espanola (Hood) Island, Ecuador · Post Office, Galapagos Islands · Cormorant Point (Floreana), Galapagos Islands · Isla Isabela (Caleta Tagus), Galapagos Islands · Elizabeth Bay (Isabela), Galapagos Islands · Punta Espinoza, Galapagos Islands · Isla Isabela (Caleta Tagus), Galapagos Islands · Daphne Island (galapagos) · Plazas Sur,Galapagos Islands, Ecuador · Dragon Hill (santa Cruz), Galapagos Islands · Puerto Ayora, Galapagos Islands · Isla Baltra, Galapagos Islands
View →
from $6,699
Book This Cruise@ Cruisebound
Load more 183 more

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