Norwegian Caribbean cruises from Philadelphia

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

10-night Caribbean from Philadelphia

Norwegian · Norwegian Pearl

5 ports
Round trip
2 departures Dec 2026 – Feb 2027
From $669 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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10-night Caribbean from Philadelphia

Norwegian · Norwegian Pearl

5 ports
Round trip
Sails Dec 13, 2027
From $1,049 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. John's Private Half-Day Island Adventure & Trunk Bay Beach

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11-night Caribbean from Philadelphia

Norwegian · Norwegian Pearl

6 ports
Round trip
Sails Dec 23, 2026
From $1,369 pp
Contemporary

Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing
St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island
Tortola Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail

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12-night Caribbean from Philadelphia

Norwegian · Norwegian Pearl

7 ports
Round trip
Sails Jan 3, 2028
From $880 pp
Contemporary

Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing
Bridgetown Swim with wild green sea turtles + two shipwrecks by luxury catamaran (El Tigre)
St. Lucia Gros Piton Summit Hike: Conquer St. Lucia's Iconic Peak

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12-night Caribbean from Philadelphia

Norwegian · Norwegian Pearl

7 ports
Round trip
Sails Jan 15, 2028
From $1,059 pp
Contemporary

Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing
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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11-night Caribbean from Philadelphia

Norwegian · Norwegian Pearl

6 ports
Round trip
Sails Nov 27, 2027
From $1,179 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. John's Private Half-Day Island Adventure & Trunk Bay Beach

See the whole trip →

11-night Caribbean from Philadelphia

Norwegian · Norwegian Pearl

6 ports
Round trip
Sails Jan 27, 2028
From $1,029 pp
Contemporary

St. John's Private Half-Day Island Adventure & Trunk Bay Beach
St. Lucia Gros Piton Summit Hike: Conquer St. Lucia's Iconic Peak
Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing

See the whole trip →

11-night Caribbean from Philadelphia

Norwegian · Norwegian Pearl

6 ports
Round trip
Sails Feb 7, 2028
From $1,059 pp
Contemporary

Philipsburg Random Wind 'Paradise Day Sail' — Schooner Sail, Snorkel & the Original Tarzan Swing
St. Lucia Gros Piton Summit Hike: Conquer St. Lucia's Iconic Peak
St. John's Private Half-Day Island Adventure & Trunk Bay Beach

See the whole trip →

10-night Caribbean from Philadelphia

Norwegian · Norwegian Pearl

5 ports
Round trip
Sails Nov 28, 2026
From $709 pp
Contemporary

Tortola Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail
St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island
San Juan Walk El Morro & Old San Juan's City Walls

See the whole trip →

10-night Caribbean from Philadelphia

Norwegian · Norwegian Pearl

5 ports
Round trip
Sails Jan 3, 2027
From $629 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 →

10-night Caribbean from Philadelphia

Norwegian · Norwegian Pearl

5 ports
Round trip
Sails Jan 13, 2027
From $689 pp
Contemporary

St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island
Tortola Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail
San Juan Walk El Morro & Old San Juan's City Walls

See the whole trip →

10-night Caribbean from Philadelphia

Norwegian · Norwegian Pearl

5 ports
Round trip
Sails Jan 23, 2027
From $719 pp
Contemporary

Tortola Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail
St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island
San Juan Walk El Morro & Old San Juan's City Walls

See the whole trip →

10-night Caribbean from Philadelphia

Norwegian · Norwegian Pearl

5 ports
Round trip
Sails Feb 2, 2027
From $789 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

See the whole trip →

10-night Caribbean from Philadelphia

Norwegian · Norwegian Pearl

5 ports
Round trip
Sails Mar 2, 2027
From $899 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

See the whole trip →

10-night Caribbean from Philadelphia

Norwegian · Norwegian Pearl

5 ports
Round trip
Sails Feb 26, 2028
From $1,029 pp
Contemporary

Tortola Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail
St. Thomas Private Catamaran Sail & Snorkel at Honeymoon Beach, Water Island
San Juan Walk El Morro & Old San Juan's City Walls

See the whole trip →

10-night Caribbean from Philadelphia

Norwegian · Norwegian Pearl

5 ports
Round trip
Sails Mar 7, 2028
From $1,199 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

See the whole trip →

11-night Caribbean from Philadelphia

Norwegian · Norwegian Pearl

6 ports
Round trip
Sails Dec 23, 2027
From $1,899 pp
Contemporary

Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
St. Lucia Gros Piton Summit Hike: Conquer St. Lucia's Iconic Peak
St. John's Private Half-Day Island Adventure & Trunk Bay Beach

See the whole trip →

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