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Caribbean Cruises

(5 offers included)
Departing on Feb 06, 2027 on the Valiant Lady
Nights: 7
Dates: Feb 06, 2027 through Feb 13, 2027
Ship: Valiant Lady
Itinerary:
San Juan, Sailing, Oranjestad, Willemstad, Sailing, St. John's, Philipsburg, San Juan
This 7-night San Juan sojourn spends a day of self-care on board headed to its first stop, Oranjestad, Aruba before soaking up the sun in Curaçao. From there you'll spend a day sailing to St. Johns, Antigua - the epitome of a luxe paradise vacation, this island respite is quick to become a favorite.
from
$1,408.00
(USD)
Per Room
Inside
$1,408.00
Cat: I1
$201.14/Night
Outside
$1,741.00
Cat: V1
$248.71/Night
Departing on Nov 01, 2026 on the Resilient Lady
Nights: 7
Dates: Nov 01, 2026 through Nov 08, 2026
Itinerary:
Miami, Florida, Sailing, George Town, Sailing, Ocho Rios, Sailing, Beach Club at Bimini, Miami, Florida
This 7-night Eastern Caribbean getaway departs from Miami and spends a day sailing to your first stop, George Town, Grand Cayman. Spend the day here swimming with stingrays, soaking up the culture (and the sun), and witnessing ocean wildlife through a glass bottom boat.
from
$2,041.00
(USD)
Per Room
Inside
$2,041.00
Cat: I1
$291.57/Night
Outside
$2,539.00
Cat: V1
$362.71/Night
Bermuda: Royal Naval Dockyard Roundtrip from PHILADELPHIA, PA
Departing on Aug 27, 2026 on the Norwegian Jewel
Nights: 9
Dates: Aug 27, 2026 through Sep 05, 2026
Itinerary:
PHILADELPHIA, PA, Royal Naval Dockyard, Bermuda, SAINT JOHN BAY OF FUNDY, CANADA, Halifax, Canada, PHILADELPHIA, PA
Set sail from the city of brotherly love on an amazing 9-day vacation aboard Norwegian Jewel. With two days at the Royal Naval Dockyard, you’ll have plenty of time to play a round of golf on Bermuda’s famous Port Royal Golf Course and enjoy a sunset sail on a glass-bottom boat. Climb to the top of Gibb’s Hill Lighthouse, one of the oldest cast-iron lighthouses in the world, for incredible views. Build your first-ever pink sandcastle.
from
$979.00
(USD)
Per Person
Inside
$979.00
Cat: IX
$108.78/Night
Outside
$1,129.00
Cat: OX
$125.44/Night
Balcony
$2,029.00
Cat: BX
$225.44/Night
Suite
$2,429.00
Cat: MX
$269.89/Night
Shimmering Reefs, Mighty Ruins 10 nights on board Seven Seas Mariner
Departing on Dec 11, 2026 on the Seven Seas Mariner
Nights: 10
Dates: Dec 11, 2026 through Dec 21, 2026
Itinerary:
Tampa Bay, Cruising The Gulf, George Town, Montego Bay, Cruising The Caribbean Sea, Roatan, Belize City, Costa Maya, Cozumel, Cruising The Gulf, Tampa Bay
from
$7,199.00
(USD)
Per Person
Suite
$7,199.00
Cat: G
$719.90/Night
Departing on May 02, 2026 on the Resilient Lady
Nights: 5
Dates: May 02, 2026 through May 07, 2026
Itinerary:
Miami, Sailing, Grand Turk, Sailing, Beach Club at Bimini, Miami
Miami, Grand Turk (& back) sails to the snow-white shores of the Grand Turk for plenty of time to lay by the beach and explore the city streets. Add a full day spent at the exclusive Beach Club in Bimini, Bahamas.
from
$1,095.00
(USD)
Per Person
Inside
$1,269.00
Cat: IN
$253.80/Night
Outside
$1,095.00
Cat: VZ
$219.00/Night
Balcony
$1,245.00
Cat: TZ
$249.00/Night