21 Night Trans-Atlantic Cruise
Cruise LinePrincess Cruises
ShipRegal Princess
DepartsWed, Oct 8th 2025
ReturnsWed, Oct 29th 2025
Nights21
Departing PortSouthampton
Ports of CallSouthampton, Le Havre, Bilbao, Vigo, Ponta Delgada, St. John's, St. Thomas, Grand Cayman, Galveston
Welcome aboard Regal Princess® where ocean views and high-flying fun come standard. With over 1,400 balconies, the view’s always on point. Feel like living on the edge? Take a daring stroll on the SeaWalk® — a glass-floor walkway that … 
Cruise Planners exclusive: $60 onboard credit per cabin on select categories 
Inside Cabin
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Ocean View
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Balcony
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Suite
From $6,718 pp*
$319.90/night
10 Night Canada - New England Cruise
Cruise LinePrincess Cruises
ShipMajestic Princess
DepartsThu, Oct 9th 2025
ReturnsSun, Oct 19th 2025
Nights10
Departing PortBoston
Ports of CallBoston, Portland (ME), St. John, Halifax, Sydney, Charlottetown, Saguenay, Québec, Quebec City (2 Days)
Set sail on a world-class adventure aboard Majestic Princess® where luxury meets innovation. Stroll the SeaWalk® for breathtaking ocean views or savor flavors at Crown GrillSM. Music lover? Unwind at Crooners with a cocktail from Good Spirits at S…
Inside Cabin
From $1,374 pp*
$137.43/night
Ocean View
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Balcony
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Suite
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7 Night Canada - New England Cruise
Cruise LinePrincess Cruises
ShipEnchanted Princess
DepartsSat, Oct 11th 2025
ReturnsSat, Oct 18th 2025
Nights7
Departing PortNew York City
Ports of CallNew York City, Newport, Boston, Portland (ME), St. John, Halifax, New York City
Prepare to be captivated aboard Enchanted Princess® where every moment feels like pure magic. Soak your cares away in The Enclave’s hydrotherapy pool or dine in style at The Catch by Rudi and O’Malley’s Irish Pub. Embark on a seven-c…
Inside Cabin
From $1,056 pp*
$150.81/night
Ocean View
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Balcony
From $1,670 pp*
$238.53/night
Suite
From $2,403 pp*
$343.24/night
14 Night Caribbean Cruise
Cruise LinePrincess Cruises
ShipGrand Princess
DepartsSun, Oct 12th 2025
ReturnsSun, Oct 26th 2025
Nights14
Departing PortSan Juan
Ports of CallSan Juan, Tortola, Charlestown, Dominica, St. George's, Bridgetown, San Juan, St. Thomas, Philipsburg, St. John's, Soufriere, Bridgetown, San Juan
Experience grandeur like never before aboard Grand Princess® where every moment is designed to impress. Indulge in delicious pop-up dining at Crab Shack or sip on a glass of wine at Vines Wine Bar. Love to people-watch? The Explorers Lounge is the per…
Inside Cabin
From $1,619 pp*
$115.62/night
Ocean View
From $1,717 pp*
$122.62/night
Balcony
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Suite
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7 Night Caribbean Cruise
Cruise LinePrincess Cruises
ShipGrand Princess
DepartsSun, Oct 19th 2025
ReturnsSun, Oct 26th 2025
Nights7
Departing PortSan Juan
Ports of CallSan Juan, St. Thomas, Philipsburg, St. John's, Soufriere, Bridgetown, San Juan
Experience grandeur like never before aboard Grand Princess® where every moment is designed to impress. Indulge in delicious pop-up dining at Crab Shack or sip on a glass of wine at Vines Wine Bar. Love to people-watch? The Explorers Lounge is the per…
Inside Cabin
From $934 pp*
$133.48/night
Ocean View
From $860 pp*
$122.91/night
Balcony
From $1,059 pp*
$151.34/night
Suite
From $1,494 pp*
$213.48/night
14 Night Caribbean - Extended Cruise
Cruise LinePrincess Cruises
ShipGrand Princess
DepartsSun, Oct 19th 2025
ReturnsSun, Nov 2nd 2025
Nights14
Departing PortSan Juan
Ports of CallSan Juan, St. Thomas, Philipsburg, St. John's, Soufriere, Bridgetown, San Juan, Tortola, Charlestown, Dominica, St. George's, Bridgetown, San Juan
Experience grandeur like never before aboard Grand Princess® where every moment is designed to impress. Indulge in delicious pop-up dining at Crab Shack or sip on a glass of wine at Vines Wine Bar. Love to people-watch? The Explorers Lounge is the per…
Inside Cabin
From $1,569 pp*
$112.05/night
Ocean View
From $1,717 pp*
$122.62/night
Balcony
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Suite
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7 Night Canada - New England Cruise
Cruise LinePrincess Cruises
ShipEnchanted Princess
DepartsSat, Oct 25th 2025
ReturnsSat, Nov 1st 2025
Nights7
Departing PortNew York City
Ports of CallNew York City, Newport, Boston, Portland (ME), St. John, Halifax, New York City
Prepare to be captivated aboard Enchanted Princess® where every moment feels like pure magic. Soak your cares away in The Enclave’s hydrotherapy pool or dine in style at The Catch by Rudi and O’Malley’s Irish Pub. Embark on a seven-c…
Inside Cabin
From $916 pp*
$130.82/night
Ocean View
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Balcony
From $1,282 pp*
$183.11/night
Suite
From $1,906 pp*
$272.25/night
14 Night Caribbean Cruise
Cruise LinePrincess Cruises
ShipGrand Princess
DepartsSun, Oct 26th 2025
ReturnsSun, Nov 9th 2025
Nights14
Departing PortSan Juan
Ports of CallSan Juan, Tortola, Charlestown, Dominica, St. George's, Bridgetown, San Juan, Bridgetown, Dominica, St. John's, Philipsburg, St. Thomas, San Juan
Experience grandeur like never before aboard Grand Princess® where every moment is designed to impress. Indulge in delicious pop-up dining at Crab Shack or sip on a glass of wine at Vines Wine Bar. Love to people-watch? The Explorers Lounge is the per…
Inside Cabin
From $1,550 pp*
$110.73/night
Ocean View
From $1,656 pp*
$118.31/night
Balcony
From $2,455 pp*
$175.38/night
Suite
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20 Night Caribbean - Extended Cruise
Cruise LinePrincess Cruises
ShipCaribbean Princess
DepartsTue, Oct 28th 2025
ReturnsMon, Nov 17th 2025
Nights20
Departing PortFt. Lauderdale
Ports of CallFt. Lauderdale, Princess Cays, St. Thomas, Dominica, Soufriere, Martinique/Fort-de-France, French West Indies, St. John's, Ft. Lauderdale, Tortola, Philipsburg, St. John's, Charlestown, St. Thomas, Grand Turk, Ft. Lauderdale
Step aboard Caribbean Princess® and let the island vibes sweep you off your feet. Splash around at The Reef Family Splash Zone where kids — and kids at heart — can make a splash. Worked up an appetite? Dive into mouthwatering BBQ at Planks…
Inside Cabin
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Ocean View
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Balcony
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Suite
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10 Night Caribbean Cruise
Cruise LinePrincess Cruises
ShipCaribbean Princess
DepartsTue, Oct 28th 2025
ReturnsFri, Nov 7th 2025
Nights10
Departing PortFt. Lauderdale
Ports of CallFt. Lauderdale, Princess Cays, St. Thomas, Dominica, Soufriere, Martinique/Fort-de-France, French West Indies, St. John's, Ft. Lauderdale
Step aboard Caribbean Princess® and let the island vibes sweep you off your feet. Splash around at The Reef Family Splash Zone where kids — and kids at heart — can make a splash. Worked up an appetite? Dive into mouthwatering BBQ at Planks…
Inside Cabin
From $1,010 pp*
$101.00/night
Ocean View
From $1,080 pp*
$108.00/night
Balcony
From $1,420 pp*
$142.00/night
Suite
From $1,670 pp*
$167.00/night
Prices are per person, double occupancy, cruise only and on select sailings. Prices shown are for stateroom categories as noted and are shown in US Dollars. Pricing listed includes taxes and fees. Airfare is not included. Prices and itineraries are based on availability and are subject to change without notice.
