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Signature Sweepstakes

Barbados

(20 offers included)
Departing on Jan 03, 2027 on the Crown Princess
Nights: 7
Dates: Jan 03, 2027 through Jan 10, 2027
Itinerary:
San Juan, Tortola, St Kitts, Dominica, Grenada, Barbados, San Juan
from
$845.00
(USD)
Per Person
Inside
$845.00
Cat: IF
$120.71/Night
Outside
$973.00
Cat: OZ
$139.00/Night
Balcony
$1,245.00
Cat: BF
$177.86/Night
Suite
$1,495.00
Cat: ME
$213.57/Night
Transatlantic Crossing and Caribbean Celebration, 20 Nights (M737A) London (Southampton), England to New York, New York
Departing on Dec 14, 2027 on the Queen Mary 2
Nights: 20
Dates: Dec 14, 2027 through Jan 03, 2028
Ship: Queen Mary 2
Itinerary:
London (Southampton), England, New York, New York, St. Kitts, ST Kitts/Nevis, St Lucia, Saint Lucia, Barbados, Barbados, Dominica, Dominica, St. Maarten, Netherlands Antilles, New York, New York
Start your voyage at a gentle pace as you make your way across the Atlantic to New York, before sailing south to the Caribbean, where you’ll enjoy a sun-kissed Christmas and New Year’s on board.
from
$4,249.00
(USD)
Per Person
+ $12,166.00 taxes/fees
Inside
$4,249.00
Cat: IF
$212.45/Night
Balcony
$5,949.00
Cat: DF
$297.45/Night
Suite
$13,249.00
Cat: P2
$662.45/Night
Departing on Nov 07, 2026 on the Azamara Journey
Nights: 7
Dates: Nov 07, 2026 through Nov 14, 2026
Itinerary:
San Juan, Virgin Gorda, St. John's, Antigua, Saint- Pierre, Port Elizabeth, Bequia, Saint George's, Grenada, Scarborough, Tobago, Bridgetown
from
$1,529.00
(USD)
Per Person
Inside
$1,529.00
Cat: 12
$218.43/Night
Outside
$1,949.00
Cat: 08
$278.43/Night
Balcony
$2,209.00
Cat: V3
$315.57/Night
Suite
$3,769.00
Cat: N2
$538.43/Night
20-Day Caribbean Explorer Roundtrip from Fort Lauderdale
Departing on Feb 05, 2026 on the Enchanted Princess
Nights: 20
Dates: Feb 05, 2026 through Feb 25, 2026
Itinerary:
Fort Lauderdale, Princess Cays, St Thomas, Dominica, Barbados, Martinique, St Maarten, Fort Lauderdale, Princess Cays, St Thomas, St Maarten, Antigua, St Kitts, Tortola, Fort Lauderdale
from
$3,184.00
(USD)
Per Person
Inside
$3,184.00
Cat: IF
$159.20/Night
Outside
$3,944.00
Cat: O6
$197.20/Night
Balcony
$3,837.00
Cat: BW
$191.85/Night
Suite
$4,644.00
Cat: MF
$232.20/Night
Departing on Dec 19, 2026 on the Celebrity Constellation
Nights: 7
Dates: Dec 19, 2026 through Dec 26, 2026
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
$998.44
(USD)
Per Person
Non-Refundable
Inside
$998.44
Cat: Z
$142.63/Night
Outside
$1,113.44
Cat: Y
$159.06/Night
Balcony
$1,324.44
Cat: X
$189.21/Night
Suite
$3,595.94
Cat: S1
$513.71/Night
Departing on Jan 13, 2026 on the Explora I
Nights: 8
Dates: Jan 13, 2026 through Jan 21, 2026
Ship: Explora I
Itinerary:
Miami, Saint John/Cruz Bay, Deshaies, St. George's (Grenada), Bridgetown, Little Bay, San Juan
from
$4,700.00
(USD)
Per Person
Suite
$4,700.00
Cat: OT2
$587.50/Night
14-Day Southern Caribbean Adventurer Roundtrip from San Juan
Departing on Nov 16, 2025 on the Grand Princess
Nights: 14
Dates: Nov 16, 2025 through Nov 30, 2025
Itinerary:
San Juan, St Maarten, Dominica, Barbados, Antigua, St Thomas, San Juan, St Maarten, St Lucia, Barbados, Grenada, Dominica, San Juan
from
$1,414.00
(USD)
Per Person
Inside
$1,414.00
Cat: IF
$101.00/Night
Outside
$1,614.00
Cat: OF
$115.29/Night
Balcony
$1,714.00
Cat: BF
$122.43/Night
Suite
$2,134.00
Cat: ME
$152.43/Night
14-Day Exotic Caribbean In Depth Roundtrip from Barbados
Departing on Dec 19, 2026 on the Seabourn Ovation
Nights: 14
Dates: Dec 19, 2026 through Jan 02, 2027
Itinerary:
Barbados, St Lucia, Montserrat, Antigua, Carambola Beach, Great Harbour, Jost Van Dyke, St Maarten, Frenchman's Cay, Carambola Beach, Trois Ilets, Port Elizabeth, Grenada, Barbados
Aboard The Yachts of Seabourn, the world is more intimate and more enchanting. Here, you’ll explore ports rarely visited by larger ships and meet people who are happy to show you around their hidden corner of the globe. With their unmatched sense of style, elegance and grace, The Yachts of Seabourn beckon you to travel beyond the bounds of the imagination. Aboard Seabourn, every desire is met promptly and with a welcoming smile. Whether it's a warm blanket and a cup of gourmet hot chocolate as you drift along the Norwegian Fjords or a relaxing neck massage poolside, you'll feel that you're a member of a very exclusive club.
from
$6,884.00
(USD)
Per Person
Suite
$6,884.00
Cat: V1
$491.71/Night
Caribbean: Barbados & Antigua Roundtrip from New York City, Ny
Departing on Dec 12, 2025 on the Norwegian Breakaway
Nights: 11
Dates: Dec 12, 2025 through Dec 23, 2025
Itinerary:
New York City, Ny, Basseterre, Saint Kitts - Nevis, Bridgetown, Barbados, ST JOHNS ANTIGUA, ST THOMAS, VI, 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
$1,247.84
(USD)
Per Person
Inside
$1,247.84
Cat: IX
$113.44/Night
Outside
$1,527.84
Cat: OX
$138.89/Night
Balcony
$1,647.84
Cat: BX
$149.80/Night
Suite
$1,847.84
Cat: MX
$167.99/Night
Departing on Nov 11, 2025 on the Explora II
Nights: 17
Dates: Nov 11, 2025 through Nov 28, 2025
Ship: Explora II
Itinerary:
Barcelona, Tangier, Las Palmas de Gran Canaria, Bridgetown, Pointe-à-Pitre, St. John's (Antigua), Charlotte Amalie (Saint Thomas), Miami
from
$8,335.00
(USD)
Per Person
Suite
$8,335.00
Cat: OT4
$490.29/Night
Departing on Mar 20, 2027 on the Royal Clipper
Nights: 7
Dates: Mar 20, 2027 through Mar 27, 2027
Itinerary:
Bridgetown, Barbados, Captain's Best, Grenadines, St. George's, Grenada, Tobago Cays, Grenadines, Kingstown, St. Vincent (morning), Admiralty Bay, Bequia (PM), Fort de France, Martinique (morning), Beach, Martinique (afternoon), Marigot Bay, St. Lucia (AM), Soufriere, St. Lucia (PM), Bridgetown, Barbados
from
$2,080.00
(USD)
Per Person
Inside
$2,080.00
Cat: Category 6
$297.14/Night
Outside
$2,330.00
Cat: Category 5
$332.86/Night
Suite
$4,210.00
Cat: Deluxe Suite with Veranda
$601.43/Night
Departing on Dec 26, 2026 on the Royal Clipper
Nights: 7
Dates: Dec 26, 2026 through Jan 02, 2027
Itinerary:
Bridgetown, Barbados, Captain's Best, Grenadines, St. George's, Grenada, Tobago Cays, Grenadines, Kingstown, St. Vincent (morning), Admiralty Bay, Bequia (PM), Fort de France, Martinique (morning), Beach, Martinique (afternoon), Marigot Bay, St. Lucia (AM), Soufriere, St. Lucia (PM), Bridgetown, Barbados
from
$2,280.00
(USD)
Per Person
Inside
$2,280.00
Cat: Category 6
$325.71/Night
Outside
$2,530.00
Cat: Category 5
$361.43/Night
Suite
$4,410.00
Cat: Deluxe Suite with Veranda
$630.00/Night
14-Day Southern Caribbean Adventurer Roundtrip from San Juan
Departing on Mar 07, 2027 on the Crown Princess
Nights: 14
Dates: Mar 07, 2027 through Mar 21, 2027
Itinerary:
San Juan, St Thomas, St Maarten, Antigua, St Lucia, Barbados, San Juan, Tortola, St Kitts, Dominica, Grenada, Barbados, San Juan
from
$1,714.00
(USD)
Per Person
Inside
$1,714.00
Cat: IF
$122.43/Night
Outside
$1,975.00
Cat: OZ
$141.07/Night
Balcony
$2,614.00
Cat: BF
$186.71/Night
Suite
$3,364.00
Cat: ME
$240.29/Night
12-Day Southern Caribbean with Aruba Roundtrip from Fort Lauderdale
Departing on Nov 30, 2026 on the Island Princess
Nights: 12
Dates: Nov 30, 2026 through Dec 12, 2026
Itinerary:
Fort Lauderdale, Aruba, Curacao, St Lucia, Barbados, Dominica, St Maarten, Fort Lauderdale
from
$1,059.00
(USD)
Per Person
Inside
$1,059.00
Cat: IF
$88.25/Night
Outside
$1,209.00
Cat: OZ
$100.75/Night
Balcony
$1,437.00
Cat: BZ
$119.75/Night
Suite
$1,859.00
Cat: MY
$154.92/Night
Caribbean & Central America Cruise San Juan to Bridgetown
Departing on Feb 06, 2027 on the Silver Shadow
Nights: 10
Dates: Feb 06, 2027 through Feb 16, 2027
Itinerary:
San Juan, Jost Van Dyke (British Virgin Islands), Gustavia, St Barthelemy, Basseterre, St. Kitts, Little Bay, Montserrat, Les Saintes, Roseau, Trois Ilets, Castries, St George's, Bridgetown
from
$6,100.00
(USD)
Per Person
Suite
$6,100.00
Cat: VI
$610.00/Night
Departing on Feb 07, 2026 on the Royal Clipper
Nights: 7
Dates: Feb 07, 2026 through Feb 14, 2026
Itinerary:
Bridgetown, Barbados, Rodney Bay, St. Lucia, Sail with Star Flyer to Cabrits, Cabrits, Dominica, Falmouth Harbour, Antigua, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Terre de Haut, Iles des Saintes, Beach, Martinique, Bridgetown, Barbados
from
$2,030.00
(USD)
Per Person
Inside
$2,030.00
Cat: Category 6
$290.00/Night
Outside
$2,280.00
Cat: Category 5
$325.71/Night
Suite
$4,120.00
Cat: Deluxe Suite with Veranda
$588.57/Night
Departing on Mar 01, 2026 on the Grand Princess
Nights: 7
Dates: Mar 01, 2026 through Mar 08, 2026
Itinerary:
San Juan, St Maarten, Antigua, Dominica, Grenada, Barbados, San Juan
from
$605.00
(USD)
Per Person
Inside
$605.00
Cat: IF
$86.43/Night
Outside
$755.00
Cat: OF
$107.86/Night
Balcony
$915.00
Cat: BF
$130.71/Night
Suite
$1,105.00
Cat: ME
$157.86/Night
14-Day Exotic Caribbean In Depth Roundtrip from Barbados
Departing on Jan 23, 2027 on the Seabourn Ovation
Nights: 14
Dates: Jan 23, 2027 through Feb 06, 2027
Itinerary:
Barbados, St Lucia, Montserrat, Antigua, Carambola Beach, Great Harbour, Jost Van Dyke, St Maarten, Frenchman's Cay, Carambola Beach, Trois Ilets, Port Elizabeth, Grenada, Barbados
Aboard The Yachts of Seabourn, the world is more intimate and more enchanting. Here, you’ll explore ports rarely visited by larger ships and meet people who are happy to show you around their hidden corner of the globe. With their unmatched sense of style, elegance and grace, The Yachts of Seabourn beckon you to travel beyond the bounds of the imagination. Aboard Seabourn, every desire is met promptly and with a welcoming smile. Whether it's a warm blanket and a cup of gourmet hot chocolate as you drift along the Norwegian Fjords or a relaxing neck massage poolside, you'll feel that you're a member of a very exclusive club.
from
$6,884.00
(USD)
Per Person
Suite
$6,884.00
Cat: V1
$491.71/Night
7-Day Caribbean Gems Roundtrip from Barbados
Departing on Feb 07, 2026 on the Seabourn Ovation
Nights: 7
Dates: Feb 07, 2026 through Feb 14, 2026
Itinerary:
Barbados, Carambola Beach, Trois Ilets, Point-A-Pitre, Roseau, Rodney Bay, Barbados
Aboard The Yachts of Seabourn, the world is more intimate and more enchanting. Here, you’ll explore ports rarely visited by larger ships and meet people who are happy to show you around their hidden corner of the globe. With their unmatched sense of style, elegance and grace, The Yachts of Seabourn beckon you to travel beyond the bounds of the imagination. Aboard Seabourn, every desire is met promptly and with a welcoming smile. Whether it's a warm blanket and a cup of gourmet hot chocolate as you drift along the Norwegian Fjords or a relaxing neck massage poolside, you'll feel that you're a member of a very exclusive club.
from
$4,249.00
(USD)
Per Person
Suite
$4,249.00
Cat: V1
$607.00/Night
Departing on Dec 21, 2025 on the Explora I
Nights: 13
Dates: Dec 21, 2025 through Jan 03, 2026
Ship: Explora I
Itinerary:
Bridgetown, Tobago/Scarborough, Martinique/Fort de France, St. John's (Antigua), St. Maarten/Philipsburg, Tortola/Road Town, Miami, New Year Fireworks SJU, Jost van Dyke, Deshaies, Bridgetown
from
$8,280.00
(USD)
Per Person
Suite
$8,280.00
Cat: OT2
$636.92/Night