Caribbean cruises from New York

Ranked by what people search for and where the cruise lines send the most ships.

12-night New York to Port Canaveral

Carnival · Carnival Firenze

7 ports
Repositioning
Sails Nov 2, 2027
From $786 pp
Contemporary

St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island
St. Croix Buck Island Reef: Private Catamaran Sail & Snorkel
Port of Oranjestad Aruba: Snorkel with Turtles at WW2 Shipwreck & Sunset BBQ

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12-night Caribbean from New York

Norwegian · Norwegian Bliss

7 ports
Round trip
Sails Nov 9, 2026
From $979 pp
Contemporary

Puerto Plata The full 27 jumps at the Damajagua Waterfalls (27 Charcos) with certified canyon guides
San Juan Walk El Morro & Old San Juan's City Walls
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant

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12-night Caribbean from New York

Norwegian · Norwegian Bliss

7 ports
Round trip
Sails Nov 29, 2026
From $859 pp
Contemporary

Puerto Plata The full 27 jumps at the Damajagua Waterfalls (27 Charcos) with certified canyon guides
San Juan Walk El Morro & Old San Juan's City Walls
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant

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12-night Caribbean from New York

Norwegian · Norwegian Bliss

7 ports
Round trip
Sails Dec 11, 2026
From $969 pp
Contemporary

Puerto Plata The full 27 jumps at the Damajagua Waterfalls (27 Charcos) with certified canyon guides
San Juan Walk El Morro & Old San Juan's City Walls
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant

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12-night Caribbean from New York

Norwegian · Norwegian Bliss

7 ports
Round trip
Sails Dec 23, 2026
From $1,999 pp
Contemporary

Puerto Plata The full 27 jumps at the Damajagua Waterfalls (27 Charcos) with certified canyon guides
San Juan Walk El Morro & Old San Juan's City Walls
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant

See the whole trip →

12-night Caribbean from New York

Norwegian · Norwegian Bliss

7 ports
Round trip
Sails Jan 4, 2027
From $1,079 pp
Contemporary

Puerto Plata The full 27 jumps at the Damajagua Waterfalls (27 Charcos) with certified canyon guides
San Juan Walk El Morro & Old San Juan's City Walls
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant

See the whole trip →

12-night Caribbean from New York

Norwegian · Norwegian Bliss

7 ports
Round trip
Sails Feb 1, 2027
From $1,449 pp
Contemporary

Puerto Plata The full 27 jumps at the Damajagua Waterfalls (27 Charcos) with certified canyon guides
San Juan Walk El Morro & Old San Juan's City Walls
St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island

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12-night Caribbean from New York

Norwegian · Norwegian Bliss

7 ports
Round trip
Sails Mar 1, 2027
From $1,859 pp
Contemporary

Puerto Plata The full 27 jumps at the Damajagua Waterfalls (27 Charcos) with certified canyon guides
San Juan Walk El Morro & Old San Juan's City Walls
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant

See the whole trip →

12-night Caribbean from New York

Norwegian · Norwegian Bliss

7 ports
Round trip
Sails Nov 8, 2027
From $1,459 pp
Contemporary

Puerto Plata The full 27 jumps at the Damajagua Waterfalls (27 Charcos) with certified canyon guides
San Juan Walk El Morro & Old San Juan's City Walls
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant

See the whole trip →

12-night Caribbean from New York

Norwegian · Norwegian Bliss

7 ports
Round trip
Sails Nov 28, 2027
From $1,259 pp
Contemporary

Puerto Plata The full 27 jumps at the Damajagua Waterfalls (27 Charcos) with certified canyon guides
San Juan Walk El Morro & Old San Juan's City Walls
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing

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12-night Caribbean from New York

Norwegian · Norwegian Bliss

7 ports
Round trip
Sails Dec 10, 2027
From $1,249 pp
Contemporary

Puerto Plata The full 27 jumps at the Damajagua Waterfalls (27 Charcos) with certified canyon guides
San Juan Walk El Morro & Old San Juan's City Walls
Tortola Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail

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12-night Caribbean from New York

Norwegian · Norwegian Bliss

7 ports
Round trip
Sails Dec 22, 2027
From $2,259 pp
Contemporary

Puerto Plata The full 27 jumps at the Damajagua Waterfalls (27 Charcos) with certified canyon guides
San Juan Walk El Morro & Old San Juan's City Walls
Tortola Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail

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12-night Caribbean from New York

Norwegian · Norwegian Bliss

7 ports
Round trip
Sails Jan 3, 2028
From $1,479 pp
Contemporary

Puerto Plata The full 27 jumps at the Damajagua Waterfalls (27 Charcos) with certified canyon guides
San Juan Walk El Morro & Old San Juan's City Walls
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing

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12-night Caribbean from New York

Norwegian · Norwegian Bliss

7 ports
Round trip
Sails Jan 26, 2028
From $1,589 pp
Contemporary

Puerto Plata The full 27 jumps at the Damajagua Waterfalls (27 Charcos) with certified canyon guides
San Juan Walk El Morro & Old San Juan's City Walls
Tortola Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail

See the whole trip →

12-night Caribbean from New York

Norwegian · Norwegian Bliss

7 ports
Round trip
Sails Feb 7, 2028
From $1,589 pp
Contemporary

Puerto Plata The full 27 jumps at the Damajagua Waterfalls (27 Charcos) with certified canyon guides
San Juan Walk El Morro & Old San Juan's City Walls
Tortola Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail

See the whole trip →

12-night Caribbean from New York

Norwegian · Norwegian Bliss

7 ports
Round trip
Sails Mar 6, 2028
From $1,849 pp
Contemporary

Puerto Plata The full 27 jumps at the Damajagua Waterfalls (27 Charcos) with certified canyon guides
San Juan Walk El Morro & Old San Juan's City Walls
Tortola Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail

See the whole trip →

11-night Caribbean from New York

Norwegian · Norwegian Bliss

6 ports
Round trip
Sails Jan 15, 2028
From $1,279 pp
Contemporary

Puerto Plata The full 27 jumps at the Damajagua Waterfalls (27 Charcos) with certified canyon guides
San Juan Walk El Morro & Old San Juan's City Walls
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant

See the whole trip →

10-night New York to Fort Lauderdale (Port Everglades)

Princess · Coral Princess

5 ports
Repositioning
Sails Nov 26, 2027
From $1,229 pp
Premium

San Juan Walk El Morro & Old San Juan's City Walls
Port of Oranjestad Aruba: Snorkel with Turtles at WW2 Shipwreck & Sunset BBQ
Curacao Klein Curaçao Private Day Trip: Deserted Island Escape

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10-night New York to San Juan

Norwegian · Norwegian Prima

9 ports
One way
Sails Nov 3, 2027
From $1,959 pp
Contemporary

Royal Naval Dockyard Private Island Wrap-Around Van Tour of Bermuda
Tortola Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant

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14-night New York to Miami

Princess · Regal Princess

9 ports
Repositioning
Sails Nov 6, 2027
From $1,044 pp
Premium

St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
Antigua Adventure Antigua: Xtreme Circumnavigation of the Entire Island

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12-night New York to Fort Lauderdale (Port Everglades)

Princess · Majestic Princess

7 ports
Repositioning
Sails Nov 7, 2026
From $1,224 pp
Premium

St. Maarten Maho Beach: Legendary Extreme Plane-Spotting Experience
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
St. Lucia Gros Piton Summit Hike: Conquer St. Lucia's Iconic Peak

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6-night New York to San Juan

Disney · Disney Wish

3 ports
One way
Sails Oct 31, 2027
From $1,749 pp
Premium

New York Manhattan Helicopter Tour: Iconic Skyline from Above
Kings Wharf Dolphin Quest: Private Encounter at Royal Naval Dockyard
San Juan Walk El Morro & Old San Juan's City Walls

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14-night New York to Barcelona

Regent · Seven Seas Prestige

9 ports
One way
Sails Apr 27, 2027
From $11,649 pp
Luxury

Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
Royal Naval Dockyard Private Island Wrap-Around Van Tour of Bermuda
Horta Pico Mountain Private Climb with Round-Trip Ferry from Faial

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14-night New York to Miami

Oceania · Oceania Vista

10 ports
Repositioning
Sails Oct 28, 2026
From $3,930 pp
Luxury

Charlotte Amalie Private Full-Day Boat Charter: 35ft Scarab Triple 300s
Tortola Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail
St. John's Private Half-Day Island Adventure & Trunk Bay Beach

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15-night New York to Miami

Oceania · Oceania Sirena

10 ports
Repositioning
Sails Nov 6, 2027
From $4,149 pp
Luxury

Tortola Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail
St. John's Private Half-Day Island Adventure & Trunk Bay Beach
Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant

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12-night Caribbean from New York

Cunard · Queen Mary 2

6 ports
Round trip
Sails Mar 6, 2028
From $1,639 pp
Premium

Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
St. Lucia Gros Piton Summit Hike: Conquer St. Lucia's Iconic Peak
Bridgetown Swim with wild green sea turtles + two shipwrecks by luxury catamaran (El Tigre)

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174-night New York to Piraeus (Athens)

Regent · Seven Seas Mariner

117 ports
One way
Sails Apr 29, 2027
From $155,349 pp
Luxury

Willis Island Zodiac Circumnavigation of Willis Island: Seabirds & Reef
Halifax Peggy's Cove & Lunenburg: Private Small-Group South Shore
St. John's Private Half-Day Island Adventure & Trunk Bay Beach

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30-night New York to Fort Lauderdale (Port Everglades)

Holland America · Volendam

14 ports
One way
Sails Nov 22, 2026
From $4,414 pp
Premium

Fort Lauderdale (Port Everglades) Everglades Airboat Skim + Gator Boys Live Show
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing
Fort-de-France Mount Pelée & Saint-Pierre: Volcano, Ghost Town & Dark History

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Caribbean cruises from New York

Cruise line

Most popular first

12-night New York to Port Canaveral

12-night Caribbean from New York

12-night Caribbean from New York

12-night Caribbean from New York

12-night Caribbean from New York

12-night Caribbean from New York

12-night Caribbean from New York

12-night Caribbean from New York

12-night Caribbean from New York

12-night Caribbean from New York

12-night Caribbean from New York

12-night Caribbean from New York

12-night Caribbean from New York

12-night Caribbean from New York

12-night Caribbean from New York

12-night Caribbean from New York

11-night Caribbean from New York

10-night New York to Fort Lauderdale (Port Everglades)

10-night New York to San Juan

14-night New York to Miami

12-night New York to Fort Lauderdale (Port Everglades)

6-night New York to San Juan

14-night New York to Barcelona

14-night New York to Miami

15-night New York to Miami

12-night Caribbean from New York

174-night New York to Piraeus (Athens)

30-night New York to Fort Lauderdale (Port Everglades)