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.

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Filtering Bermuda ×Norwegian ×Royal Caribbean × Clear all
Showing 36 of 175 sailings
Norwegian · Norwegian JewelRound-trip
Bermuda 7 nights Jun 11 – Jun 18, 2026 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Charleston, South Carolina · Philadelphia, Pennsylvania
★ Bucket-list Private Island Wrap-Around Van Tour of Bermuda
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from $752
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Norwegian · Norwegian AquaRound-trip
Bermuda 7 nights Jun 13 – Jun 20, 2026 from New York, New York
New York, New York · Royal Naval Dockyard, Bermuda · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Island Wrap-Around Van Tour of Bermuda
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from $841
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Norwegian · Norwegian JewelRound-trip
Bermuda 7 nights Jun 18 – Jun 25, 2026 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Charleston, South Carolina · Philadelphia, Pennsylvania
★ Bucket-list Private Island Wrap-Around Van Tour of Bermuda
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from $640
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Norwegian · Norwegian AquaRound-trip
Bermuda 7 nights Jun 20 – Jun 27, 2026 from New York, New York
New York, New York · Royal Naval Dockyard, Bermuda · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Island Wrap-Around Van Tour of Bermuda
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from $1,325
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Norwegian · Norwegian JewelRound-trip
Bermuda 7 nights Jun 25 – Jul 2, 2026 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Charleston, South Carolina · Philadelphia, Pennsylvania
★ Bucket-list Private Island Wrap-Around Van Tour of Bermuda
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from $949
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bermuda 6 nights Jun 27 – Jul 3, 2026 from New York, New York
New York, New York · Royal Naval Dockyard, Bermuda · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Island Wrap-Around Van Tour of Bermuda
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from $1,497
Book This Cruise@ Cruisebound
Norwegian · Norwegian JewelRound-trip
Bermuda 7 nights Jul 2 – Jul 9, 2026 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Halifax, Nova Scotia · Philadelphia, Pennsylvania
★ Bucket-list Private Island Wrap-Around Van Tour of BermudaPeggy's Cove & Lunenburg
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from $692
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bermuda 8 nights Jul 3 – Jul 11, 2026 from New York, New York
New York, New York · Royal Naval Dockyard, Bermuda · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Island Wrap-Around Van Tour of Bermuda
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from $1,251
Book This Cruise@ Cruisebound
Norwegian · Norwegian JewelRound-trip
Bermuda 7 nights Jul 9 – Jul 16, 2026 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Halifax, Nova Scotia · Philadelphia, Pennsylvania
★ Bucket-list Private Island Wrap-Around Van Tour of BermudaPeggy's Cove & Lunenburg
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from $692
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bermuda 7 nights Jul 11 – Jul 18, 2026 from New York, New York
New York, New York · Royal Naval Dockyard, Bermuda · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Island Wrap-Around Van Tour of Bermuda
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from $1,374
Book This Cruise@ Cruisebound
Norwegian · Norwegian JewelRound-trip
Bermuda 7 nights Jul 16 – Jul 23, 2026 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Halifax, Nova Scotia · Philadelphia, Pennsylvania
★ Bucket-list Private Island Wrap-Around Van Tour of BermudaPeggy's Cove & Lunenburg
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from $711
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bermuda 7 nights Jul 18 – Jul 25, 2026 from New York, New York
New York, New York · Royal Naval Dockyard, Bermuda · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Island Wrap-Around Van Tour of Bermuda
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from $1,292
Book This Cruise@ Cruisebound
Norwegian · Norwegian JewelRound-trip
Bermuda 7 nights Jul 23 – Jul 30, 2026 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Halifax, Nova Scotia · Philadelphia, Pennsylvania
★ Bucket-list Private Island Wrap-Around Van Tour of BermudaPeggy's Cove & Lunenburg
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from $711
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bermuda 7 nights Jul 25 – Aug 1, 2026 from New York, New York
New York, New York · Royal Naval Dockyard, Bermuda · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Island Wrap-Around Van Tour of Bermuda
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from $1,333
Book This Cruise@ Cruisebound
Norwegian · Norwegian JewelRound-trip
Bermuda 7 nights Jul 30 – Aug 6, 2026 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Halifax, Nova Scotia · Philadelphia, Pennsylvania
★ Bucket-list Private Island Wrap-Around Van Tour of BermudaPeggy's Cove & Lunenburg
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from $705
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bermuda 7 nights Aug 1 – Aug 8, 2026 from New York, New York
New York, New York · Royal Naval Dockyard, Bermuda · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Island Wrap-Around Van Tour of Bermuda
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from $1,292
Book This Cruise@ Cruisebound
Norwegian · Norwegian JewelRound-trip
Bermuda 7 nights Aug 6 – Aug 13, 2026 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Halifax, Nova Scotia · Philadelphia, Pennsylvania
★ Bucket-list Private Island Wrap-Around Van Tour of BermudaPeggy's Cove & Lunenburg
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from $744
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bermuda 7 nights Aug 8 – Aug 15, 2026 from New York, New York
New York, New York · Royal Naval Dockyard, Bermuda · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Island Wrap-Around Van Tour of Bermuda
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from $1,358
Book This Cruise@ Cruisebound
Norwegian · Norwegian JewelRound-trip
Bermuda 7 nights Aug 13 – Aug 20, 2026 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Halifax, Nova Scotia · Philadelphia, Pennsylvania
★ Bucket-list Private Island Wrap-Around Van Tour of BermudaPeggy's Cove & Lunenburg
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from $737
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bermuda 7 nights Aug 15 – Aug 22, 2026 from New York, New York
New York, New York · Royal Naval Dockyard, Bermuda · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Island Wrap-Around Van Tour of Bermuda
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from $1,095
Book This Cruise@ Cruisebound
Norwegian · Norwegian EscapeRound-trip
Caribbean 10 nights Aug 19 – Aug 29, 2026 from New York, New York
New York, New York · San Juan, Puerto Rico · … · New York, New York7 ports
New York, New York · San Juan, Puerto Rico · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Puerto Plata, Dominican Republic · New York, New York
★ Bucket-list Manhattan Helicopter TourWalk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail'Private Catamaran Sail & Snorkel at Honeymoon Beac… +2 more
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from $1,264
Book This Cruise@ Cruisebound
Norwegian · Norwegian JewelRound-trip
Bermuda 7 nights Aug 20 – Aug 27, 2026 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Royal Naval Dockyard, Bermuda · Halifax, Nova Scotia · Philadelphia, Pennsylvania
★ Bucket-list Private Island Wrap-Around Van Tour of BermudaPeggy's Cove & Lunenburg
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from $692
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bermuda 7 nights Aug 22 – Aug 29, 2026 from New York, New York
New York, New York · Royal Naval Dockyard, Bermuda · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Island Wrap-Around Van Tour of Bermuda
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from $1,104
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 BermudaPeggy's Cove & Lunenburg
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from $774
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bermuda 5 nights Aug 29 – Sep 3, 2026 from New York, New York
New York, New York · Royal Naval Dockyard, Bermuda · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Island Wrap-Around Van Tour of Bermuda
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from $829
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 TourPeggy's Cove & Lunenburg
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from $956
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bermuda 5 nights Sep 3 – Sep 8, 2026 from New York, New York
New York, New York · Royal Naval Dockyard, Bermuda · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Island Wrap-Around Van Tour of Bermuda
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from $852
Book This Cruise@ Cruisebound
Norwegian · Norwegian EscapeRound-trip
North America 7 nights Sep 5 – Sep 12, 2026 from New York, New York
New York, New York · Sydney, Nova Scotia · … · New York, New York7 ports
New York, New York · Sydney, Nova Scotia · Halifax, Nova Scotia · Portland, Maine · Boston, Massachusetts · Newport, Rhode Island · New York, New York
★ Bucket-list Manhattan Helicopter TourBridgeClimb SydneyPeggy's Cove & LunenburgPrivate Luxury Boston Tour
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from $915
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 TourPeggy's Cove & LunenburgBridgeClimb Sydney
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from $1,071
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bermuda 5 nights Sep 8 – Sep 13, 2026 from New York, New York
New York, New York · Royal Naval Dockyard, Bermuda · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Island Wrap-Around Van Tour of Bermuda
View →
from $614
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 & LunenburgPrivate Luxury Boston Tour
View →
from $935
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bermuda 5 nights Sep 13 – Sep 18, 2026 from New York, New York
New York, New York · Royal Naval Dockyard, Bermuda · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Island Wrap-Around Van Tour of Bermuda
View →
from $570
Book This Cruise@ Cruisebound
Norwegian · Norwegian JewelOne-way
North America 10 nights Sep 16 – Sep 26, 2026 from Quebec City, Quebec to Philadelphia, Pennsylvania
Quebec City, Quebec · La Baie, Canada · … · Philadelphia, Pennsylvania9 ports
Quebec City, Quebec · La Baie, Canada · Charlottetown, Prince Edward Island · Sydney, Nova Scotia · Halifax, Nova Scotia · Bar Harbor, Maine · Portland, Maine · Boston, Massachusetts · Philadelphia, Pennsylvania
★ Bucket-list BridgeClimb SydneyPeggy's Cove & LunenburgPrivate Luxury Boston Tour
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from $1,043
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bermuda 5 nights Sep 18 – Sep 23, 2026 from New York, New York
New York, New York · Royal Naval Dockyard, Bermuda · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Island Wrap-Around Van Tour of Bermuda
View →
from $664
Book This Cruise@ Cruisebound
Norwegian · Norwegian EscapeRound-trip
North America 7 nights Sep 19 – Sep 26, 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 · Sydney, Nova Scotia · Halifax, Nova Scotia · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Luxury Boston TourBridgeClimb SydneyPeggy's Cove & Lunenburg
View →
from $935
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bermuda 5 nights Sep 23 – Sep 28, 2026 from New York, New York
New York, New York · Royal Naval Dockyard, Bermuda · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Island Wrap-Around Van Tour of Bermuda
View →
from $598
Book This Cruise@ Cruisebound
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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 Costa Norwegian AmaWaterways Princess Celebrity Viking Ocean Avalon Disney Holland America Oceania Virgin Voyages Regent Cunard Seabourn Azamara