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Signature Sweepstakes

British Virgin Islands

(18 offers included)
Departing on Nov 16, 2025 on the Celebrity Beyond
Nights: 7
Dates: Nov 16, 2025 through Nov 23, 2025
Itinerary:
Miami, Florida, Nassau, Bahamas, Tortola, B.V.I., St. Johns, Antigua, Miami, Florida
from
$801.07
(USD)
Per Person
Non-Refundable
Inside
$801.07
Cat: Z
$114.44/Night
Outside
$836.57
Cat: Y
$119.51/Night
Balcony
$1,079.07
Cat: X
$154.15/Night
Suite
$3,540.07
Cat: W
$505.72/Night
Southern Caribbean Cruise Roundtrip from San Juan, Puerto Rico
Departing on Jan 17, 2027 on the Brilliance of the Seas
Nights: 7
Dates: Jan 17, 2027 through Jan 24, 2027
Itinerary:
San Juan, Puerto Rico, Tortola, B.V.I., St. Johns, Antigua, Fort- De- France, Martinique, Kingstown, St. Vincent, Basseterre, St Kitts & Nevis, Cruising, San Juan, Puerto Rico
from
$855.99
(USD)
Per Person
Inside
$855.99
Cat: ZI
$122.28/Night
Outside
$964.49
Cat: YO
$137.78/Night
Balcony
$1,454.49
Cat: XB
$207.78/Night
Transatlantic: St. Thomas & Philipsburg Lisbon, Portugal to San Juan, Pr
Departing on Nov 13, 2025 on the Norwegian Epic
Nights: 10
Dates: Nov 13, 2025 through Nov 23, 2025
Itinerary:
Lisbon, Portugal, Ponta Delgada, Portugal, Tortola, British Virgin Islands, ST THOMAS, VI, San Juan, Pr
Enjoy a once-in-a-lifetime experience on a transatlantic cruise aboard Norwegian Epic. In Ponta Delgado, visit the picturesque village of Sete Cidades, situated inside a volcanic crater, then enjoy a tasting of local Azorean wines and cheeses. Come aboard a 5-star catamaran in Philipsburg and cruise along the island’s incredible coast and snorkel in clear, calm waters. Greet the green sea turtles and colorful fish as you snorkel the turquoise waters of Turtle Cove, in St. Thomas.
from
$543.34
(USD)
Per Person
Inside
$543.34
Cat: IX
$54.33/Night
Balcony
$793.34
Cat: BX
$79.33/Night
Suite
$993.34
Cat: MX
$99.33/Night
Departing on Mar 06, 2027 on the Star Flyer
Nights: 7
Dates: Mar 06, 2027 through Mar 13, 2027
Ship: Star Flyer
Itinerary:
Philipsburg, St. Maarten, Road Bay, Anguilla, White Bay, Jost van Dyke (B.V.I.), Sopers Hole - Tortola, British Virgin Islands (BVI, Sailing Sir Francis Drake Channel, The Bight - Norman Island, British Virgin Islands, Spanish Town - Virgin Gorda, British Virgin Island, Beach, Captain's Best, British Virgin Islands (B.V, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Gustavia, St. Barts, Philipsburg, St. Maarten
from
$2,010.00
(USD)
Per Person
Inside
$2,010.00
Cat: Category 6
$287.14/Night
Outside
$2,320.00
Cat: Category 5
$331.43/Night
Departing on Feb 10, 2026 on the Queen Elizabeth
Nights: 21
Dates: Feb 10, 2026 through Mar 03, 2026
Itinerary:
Miami, Florida, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, Florida, San Juan, Puerto Rico, Antigua, St Lucia, Saint Lucia, Barbados, Barbados, St. Maarten, Netherlands Antilles, Tortola, B.V.I., Miami, Florida
Experience everything from white-sand beaches in Tortola to vibrant markets in Castries as you sail on board this 21-night Queen Elizabeth voyage around the jewels of the Caribbean.
from
$2,179.00
(USD)
Per Person
+ $10,974.00 taxes/fees
Inside
$2,179.00
Cat: IF
$103.76/Night
Outside
$2,459.00
Cat: FC
$117.10/Night
Balcony
$3,689.00
Cat: BE
$175.67/Night
Suite
$8,619.00
Cat: P2
$410.43/Night
Caribbean: Dominican Republic & Bahamas Roundtrip from JACKSONVILLE, FLORIDA, FL
Departing on Jan 04, 2026 on the Norwegian Gem
Nights: 12
Dates: Jan 04, 2026 through Jan 16, 2026
Itinerary:
JACKSONVILLE, FLORIDA, FL, Grand Bahama Island, Bahamas, Great Stirrup Cay, Bahamas, PUERTO PLATA, DOMINICAN REPUBLIC, Tortola, British Virgin Islands, Basseterre, Saint Kitts - Nevis, PHILIPSBURG ST MAARTEN, NETHERLAND ANTILLES, ST THOMAS, VI, San Juan, Pr, JACKSONVILLE, FLORIDA, FL
Come experience a different winter wonderland in The Caribbean with Norwegian. In Puerto Plata, uncover the local history at the 16th century Fortaleza San Felipe or embark on an off-roading adventure through lush jungle to swim in cascading mountain pools. Then snorkel among colorful tropical fish and green sea turtles in St. Thomas at Turtle Cove.
from
$1,000.93
(USD)
Per Person
Inside
$1,000.93
Cat: IF
$83.41/Night
Outside
$1,080.93
Cat: OK
$90.08/Night
Balcony
$2,050.93
Cat: BF
$170.91/Night
Suite
$2,200.93
Cat: MA
$183.41/Night
Discover the Hidden Wonders of the Caribbean Bridgetown to Marigot, Saint Martin
Departing on Jan 03, 2027 on the Emerald Azzurra
Nights: 13
Dates: Jan 03, 2027 through Jan 16, 2027
Itinerary:
Bridgetown, Barbados, Soufrière, Saint Lucia, Îles des Saintes, Guadeloupe, Falmouth Harbour, Antigua and Barbuda, Cades Bay, Saint Kitts and Nevis, Gustavia, Saint Barthélemy, Marigot, Saint Martin, Marigot, Saint Martin - Anguilla, Virgin Gorda – Norman Island, British Virgin Islands, Norman Island - Jost van Dyke, British Virgin Islands, Anegada, British Virgin Islands, Saba, Bonaire, Saint Eustatius and Saba – Gustavia, Saint Barthélemy, Gustavia, Saint Barthélemy, Marigot, Saint Martin
Embark on an unforgettable Caribbean voyage exploring pristine beaches and coral reefs, island-hopping through diverse cultures, where the warmth of the locals will enhance your luxury yacht adventure.
from
$15,180.00
(USD)
Per Person
Outside
$15,180.00
Cat: D
$1,167.69/Night
Balcony
$21,280.00
Cat: B
$1,636.92/Night
Suite
$33,180.00
Cat: T
$2,552.31/Night
Departing on Feb 17, 2026 on the Wind Surf
Nights: 18
Dates: Feb 17, 2026 through Mar 07, 2026
Ship: Wind Surf
Itinerary:
Cozumel, Grand Cayman, Cayman Brac, Ocho Rios, Jamaica, Santo Domingo, La Romana, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Philipsburg, St. Maarten, Charlestown, Roseau, Mayreau, Deshaies, Basseterre, Gustavia, Philipsburg, St. Maarten
Dive right into adventure in the underwater caverns of Cozumel’s Chankanaab eco-park - home to dolphins, manatees, and sea turtles. Then set sail for Isla Mujeres to wander the Mayan Temple of El Meco and Hacienda Mundaca ruins. On Grand Cayman, experience Stingray City, where you can feed and touch these mystical creatures. Explore Cayman Brac’s island-long bluff with caves, secluded beaches, and lush forests, and visit the marine life of Reach Falls from Port Antonio, Jamaica.
from
$5,699.00
(USD)
Per Person
+ $116.00 taxes/fees
Outside
$5,699.00
Cat: B
$316.61/Night
Suite
$11,999.00
Cat: OS
$666.61/Night
Departing on Nov 15, 2026 on the Star Pride
Nights: 7
Dates: Nov 15, 2026 through Nov 22, 2026
Ship: Star Pride
Itinerary:
San Juan, CRUZ BAY, ST. JOHN, Virgin Islands (U.S.), Basseterre, Gustavia, Philipsburg, St. Maarten, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, San Juan
Begin and end your journey where Old World meets New, in historic San Juan, littered with more than 400 restored Spanish colonial buildings. As you continue on this bewitching Caribbean cruise through the Virgin Islands, no two days are alike. One day, you’re shopping chic French boutiques for the latest fashions from Paris. On another, snorkeling a secluded cove known only to lucky yachtsmen – like you. Skip more common and commercial ports in favor of less-visited destinations like Montserrat.
from
$2,499.00
(USD)
Per Person
+ $63.00 taxes/fees
Suite
$2,499.00
Cat: SP
$357.00/Night
Departing on Jan 03, 2026 on the Emerald Azzurra
Nights: 14
Dates: Jan 03, 2026 through Jan 17, 2026
Itinerary:
San Juan, Puerto Rico, Culebra Island & Vieques Island, Puerto Rico, St. John, U.S. Virgin Islands, Jost Van Dyke, British Virgin Islands, Philipsburg, Sint Maarten, Gustavia, Saint Barthélemy, Little Bay, Montserrat, St John's, Antigua, Barbuda, Antigua and Barbuda, Îles des Saintes, Guadeloupe, Deshaies, Guadeloupe, Gustavia, Saint Barthélemy, Virgin Gorda, British Virgin Islands, Norman Island, British Virgin Islands, San Juan, Puerto Rico
Embark on an unforgettable Caribbean voyage exploring pristine beaches and coral reefs, island-hopping through diverse cultures, where the warmth of the locals will enhance your luxury yacht adventure.
from
$14,710.00
(USD)
Per Person
Balcony
$14,710.00
Cat: B
$1,050.71/Night
Suite
$22,960.00
Cat: Y
$1,640.00/Night
Departing on Nov 18, 2026 on the Silver Shadow
Nights: 12
Dates: Nov 18, 2026 through Nov 30, 2026
Itinerary:
Miami, Fl, Day at sea, San Juan, St John, Gustavia, St Barthelemy, St. John's, Little Bay, Montserrat, Basseterre, St. Kitts, Jost Van Dyke (British Virgin Islands), Day at sea, Miami, Fl
from
$6,600.00
(USD)
Per Person
Suite
$6,600.00
Cat: VI
$550.00/Night
Departing on Feb 20, 2026 on the Explora I
Nights: 10
Dates: Feb 20, 2026 through Mar 02, 2026
Ship: Explora I
Itinerary:
San Juan, Oranjestad, Willemstad, Kralendijk, Bridgetown, Terre-de-Haut, St. Maarten/Philipsburg, Jost van Dyke, San Juan
from
$6,000.00
(USD)
Per Person
Suite
$6,000.00
Cat: OT1
$600.00/Night
Departing on Nov 08, 2025 on the Azamara Quest
Nights: 7
Dates: Nov 08, 2025 through Nov 15, 2025
Itinerary:
San Juan, Virgin Gorda, St. John's, Antigua, Saint- Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough, Tobago, Bridgetown
from
$2,259.00
(USD)
Per Person
Inside
$2,259.00
Cat: 12
$322.71/Night
Outside
$2,609.00
Cat: 08
$372.71/Night
Balcony
$3,329.00
Cat: V2
$475.57/Night
Suite
$4,459.00
Cat: N1
$637.00/Night
Caribbean Essence San Juan to Miami
Departing on Feb 19, 2027 on the Allura
Nights: 8
Dates: Feb 19, 2027 through Feb 27, 2027
Ship: Allura
Itinerary:
San Juan, Gustavia, Philipsburg, Basseterre, St. John's, Tortola, Miami
from
$3,499.00
(USD)
Per Person
Balcony
$3,499.00
Cat: B5
$437.38/Night
Suite
$5,149.00
Cat: PH3
$643.63/Night
Departing on Feb 27, 2027 on the Celebrity Constellation
Nights: 7
Dates: Feb 27, 2027 through Mar 06, 2027
Itinerary:
San Juan, Puerto Rico, Tortola, B.V.I., Basseterre, St Kitts & Nevis, Roseau, Dominica, Castries, St. Lucia, Bridgetown, Barbados, San Juan, Puerto Rico
from
$1,015.94
(USD)
Per Person
Non-Refundable
Inside
$1,015.94
Cat: Z
$145.13/Night
Outside
$1,065.94
Cat: Y
$152.28/Night
Balcony
$1,315.94
Cat: X
$187.99/Night
Suite
$2,715.94
Cat: S1
$387.99/Night
Departing on Oct 12, 2025 on the Grand Princess
Nights: 7
Dates: Oct 12, 2025 through Oct 19, 2025
Itinerary:
San Juan, Tortola, St Kitts, Dominica, Grenada, Barbados, San Juan
from
$735.00
(USD)
Per Person
Inside
$735.00
Cat: ID
$105.00/Night
Outside
$785.00
Cat: OZ
$112.14/Night
Balcony
$925.00
Cat: BE
$132.14/Night
Suite
$1,045.00
Cat: ME
$149.29/Night
Departing on Feb 10, 2026 on the Le Bellot
Nights: 12
Dates: Feb 10, 2026 through Feb 22, 2026
Ship: Le Bellot
Itinerary:
Fort-de-France, Antigua, South Friars Bay, Saint-Kitts, Jost Van Dyke, Gustavia, Les Saintes, Portsmouth, Soufrière, Pigeon Island Beach, Tobago Cays, Mayreau Island, Port Elizabeth, Bequia Island, Union Island, Fort-de-France
from
$10,590.00
(USD)
Per Person
Balcony
$10,590.00
Cat: DEL
$882.50/Night
Suite
$16,920.00
Cat: DS5
$1,410.00/Night
Departing on Jan 23, 2026 on the Norwegian Breakaway
Nights: 11
Dates: Jan 23, 2026 through Feb 03, 2026
Itinerary:
New York City, Ny, PUERTO PLATA, DOMINICAN REPUBLIC, San Juan, Pr, ST THOMAS, VI, PHILIPSBURG ST MAARTEN, NETHERLAND ANTILLES, Tortola, British Virgin Islands, New York City, Ny
Turn your paradise daydreams into a sun-kissed vacation in The Caribbean on Norwegian Breakaway. Explore the oldest town in the Eastern Caribbean – Basseterre – on a guided tour that highlights the area’s French and British influences, and soak in incredible views of the island’s golden beaches. Recline on a catamaran in St. Thomas while sailing to Turtle Cove to snorkel among colorful tropical fish and green sea turtles.
from
$1,151.93
(USD)
Per Person
Inside
$1,151.93
Cat: IX
$104.72/Night
Outside
$1,461.93
Cat: OX
$132.90/Night
Balcony
$1,641.93
Cat: BX
$149.27/Night
Suite
$1,851.93
Cat: MB
$168.36/Night