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Seabourn Caribbean Cruises

Join Seabourn on one of 28 voyages around the gems of the Caribbean, Bahamas and Barbados this season. December is the most popular month to begin your cruise and Seabourn have 53 cruises departing between February 2026 and December 2027.
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28 Cruises (53 Cruise Departures)
15 Day Windward & Leeward Islands with Seabourn
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Seabourn
Ship: Seabourn Quest
Departure: 04 December 2027
Visit: USA, Saint Barthelemy, Saint Kitts and Nevis, Martinique (+5 more), Dominica, Montserrat, Antigua and Barbuda, Anguilla, Virgin Islands
Exclusive Savings
Inside
-
Oceanview
$6,200
Balcony
$7,523
Suite
$11,051
From
US$6,200
Save 99
Per Person
View Trip
15 Day Leeward Island Jewels with Seabourn
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Seabourn
Ship: Seabourn Quest
Departure: 22 November 2026
Visit: USA, Puerto Rico, Anguilla, Saint Kitts and Nevis (+5 more), Dominica, Martinique, Guadeloupe, Montserrat, Virgin Islands
Explore More
Exclusive Savings
Inside
-
Oceanview
$5,860
Balcony
$6,276
Suite
$10,858
From
US$5,860
Save 89
Per Person
View Trip
15 Day Yachtsman's Island Jewels with Seabourn
Cruise

15 Days (14 Nights) Philipsburg to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 07 March 2026
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique (+6 more), Saint Vincent, Grenada, Barbados, Guadeloupe, Dominica, Saint Lucia
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,521
Suite
$20,507
From
US$7,521
Save 128
Per Person
View Trip
11 Day Southern Caribbean & St. Barts with Seabourn
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Cruise Line: Seabourn
Ship: Seabourn Quest
Departures: Nov 2027 to Dec 2027
Visit: USA, Puerto Rico, Saint Kitts and Nevis, Montserrat, Saint Barthelemy, Virgin Islands
Exclusive Savings
Inside
-
Oceanview
$4,429
Balcony
$5,311
Suite
$7,957
From
US$4,429
Save 70
Per Person
View Trip
15 Day Exotic Caribbean In Depth with Seabourn
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departures: Dec 2026 to Mar 2027
Visit: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda (+6 more), Saint Kitts and Nevis, Virgin Islands, Saint Martin, Martinique, Saint Vincent, Grenada
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,273
Suite
$13,521
From
US$7,273
Save 179
Per Person
View Trip
8 Day Classic Caribbean Yacht Harbors with Seabourn
Cruise

8 Days (7 Nights) Bridgetown to Philipsburg
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 28 November 2026
Visit: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Saint Martin
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,429
Suite
$7,094
From
US$4,429
Save 75
Per Person
View Trip
12 Day Leeward Islands & Dominica Dreams with Seabourn
Cruise
 (1)

12 Days (11 Nights) Miami to Miami
Cruise Line: Seabourn
Ship: Seabourn Quest
Departure: 23 November 2027
Visit: USA, Puerto Rico, Saint Barthelemy, Montserrat, Dominica, Saint Kitts and Nevis, Virgin Islands
Exclusive Savings
Inside
-
Oceanview
$4,872
Balcony
$6,018
Suite
$8,841
From
US$4,872
Save 77
Per Person
View Trip
11 Day Southern Caribbean & St. Barts Holiday with Seabourn
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Cruise Line: Seabourn
Ship: Seabourn Quest
Departure: 18 December 2027
Visit: USA, Puerto Rico, Anguilla, Montserrat, Saint Kitts and Nevis, Virgin Islands
Exclusive Savings
Inside
-
Oceanview
$4,429
Balcony
$5,311
Suite
$7,957
From
US$4,429
Save 70
Per Person
View Trip
15 Day Leeward Island Jewels with Seabourn
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Seabourn
Ship: Seabourn Quest
Departure: 06 December 2026
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis (+5 more), Dominica, Martinique, Guadeloupe, Montserrat, Anguilla
Explore More
Exclusive Savings
Inside
-
Oceanview
$5,443
Balcony
$6,026
Suite
$10,858
From
US$5,443
Per Person
View Trip
15 Day Exotic Caribbean Isles with Seabourn
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departures: Feb 2026 to Mar 2026
Visit: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda (+6 more), Saint Kitts and Nevis, Virgin Islands, Saint Martin, Martinique, Saint Vincent, Grenada
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,008
Suite
$15,018
From
US$8,008
Save 153
Per Person
View Trip
20 Day Yachtsman's Caribbean & Atlantic Passage with Seabourn
Cruise

20 Days (19 Nights) Philipsburg to Lisbon
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 20 March 2027
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique (+5 more), Saint Vincent, Grenada, Barbados, Saint Lucia, Portugal
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,446
Suite
$15,443
From
US$8,446
Save 138
Per Person
View Trip
14 Day Atlantic Crossing with Seabourn
Cruise

14 Days (13 Nights) Lisbon to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 14 November 2027
Visit: Portugal, Antigua and Barbuda, Saint Kitts and Nevis, Martinique, Barbados
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,126
Suite
$8,767
From
US$5,126
Save 83
Per Person
View Trip
25 Day Southern Caribbean Yacht Harbors & Coast Of Brazil with Seabourn
Cruise

25 Days (24 Nights) Halifax to Rio de Janeiro
Cruise Line: Seabourn
Ship: Seabourn Venture
Departures: Oct 2026 to Oct 2027
Visit: Canada, Saint Kitts and Nevis, Spain, Saint Lucia (+4 more), Barbados, Trinidad and Tobago, French Guiana, Brazil
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$12,297
From
US$12,297
Save 221
Per Person
View Trip
17 Day Leeward Island Holiday with Seabourn
Cruise
 (1)

17 Days (16 Nights) Miami to Miami
Cruise Line: Seabourn
Ship: Seabourn Quest
Departure: 20 December 2026
Visit: USA, Puerto Rico, Anguilla, Saint Kitts and Nevis (+8 more), Saint Martin, Guadeloupe, Martinique, Saint Lucia, Dominica, Montserrat, Antigua and Barbuda, Virgin Islands
Explore More
Exclusive Savings
Inside
-
Oceanview
$9,195
Balcony
$10,765
Suite
$14,193
From
US$9,195
Save 154
Per Person
View Trip
15 Day Exotic Caribbean In Depth with Seabourn
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 28 November 2026
Visit: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda (+6 more), Saint Kitts and Nevis, Virgin Islands, Saint Martin, Martinique, Saint Vincent, Grenada
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,606
Suite
$12,771
From
US$7,606
Save 128
Per Person
View Trip
8 Day Caribbean Gems with Seabourn
Cruise

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 06 February 2027
Visit: Barbados, Saint Kitts and Nevis, Martinique, Dominica, Guadeloupe, Saint Lucia
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,178
Suite
$7,510
From
US$4,178
Save 71
Per Person
View Trip
9 Day Southern Caribbean Yacht Harbors with Seabourn
Cruise

9 Days (8 Nights) Halifax to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Venture
Departures: Oct 2026 to Oct 2027
Visit: Canada, Saint Kitts and Nevis, Spain, Saint Lucia, Barbados
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$5,432
From
US$5,432
Save 96
Per Person
View Trip
15 Day Caribbean Gems In Depth with Seabourn
Cruise

15 Days (14 Nights) Philipsburg to Philipsburg
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departures: Jan 2027 to Mar 2027
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique (+6 more), Saint Vincent, Grenada, Barbados, Saint Lucia, Montserrat, Antigua and Barbuda
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,273
Suite
$13,937
From
US$7,273
Save 131
Per Person
View Trip
8 Day Yachtsman's Caribbean with Seabourn
Cruise

8 Days (7 Nights) Philipsburg to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 21 February 2026
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique, Saint Vincent, Grenada, Barbados
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$11,607
From
US$11,607
Save 224
Per Person
View Trip
8 Day Classic Caribbean Yacht Harbors with Seabourn
Cruise

8 Days (7 Nights) Bridgetown to Philipsburg
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departures: Feb 2026 to Mar 2027
Visit: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Saint Martin
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,012
Suite
$7,510
From
US$4,012
Save 88
Per Person
View Trip
8 Day Yachtsman's Caribbean with Seabourn
Cruise

8 Days (7 Nights) Philipsburg to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departures: Mar 2026 to Mar 2026
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique, Saint Vincent, Grenada, Barbados
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,447
Suite
$8,341
From
US$4,447
Save 86
Per Person
View Trip
8 Day Caribbean Gems with Seabourn
Cruise

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 12 December 2026
Visit: Barbados, Saint Kitts and Nevis, Guadeloupe, Martinique, Dominica, Saint Lucia
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$3,761
Suite
$7,093
From
US$3,761
Save 63
Per Person
View Trip
15 Day Gems Of The Caribbean with Seabourn
Cruise

15 Days (14 Nights) Philipsburg to Philipsburg
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 21 February 2026
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique (+6 more), Saint Vincent, Grenada, Barbados, Saint Lucia, Montserrat, Antigua and Barbuda
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,228
Suite
$14,136
From
US$9,228
Save 163
Per Person
View Trip
8 Day Yachtsman's Caribbean with Seabourn
Cruise

8 Days (7 Nights) Philipsburg to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departures: Dec 2026 to Mar 2027
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique, Saint Vincent, Grenada, Barbados
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,010
Suite
$7,095
From
US$4,010
Save 89
Per Person
View Trip
9 Day Southern Caribbean Gems with Seabourn
Cruise

9 Days (8 Nights) Miami to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 20 November 2026
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Saint Vincent, Barbados
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$3,763
Suite
$7,095
From
US$3,763
Save 61
Per Person
View Trip
8 Day Caribbean Gems with Seabourn
Cruise

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 14 March 2026
Visit: Barbados, Saint Kitts and Nevis, Guadeloupe, Martinique, Dominica, Saint Lucia
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,447
Suite
$15,739
From
US$4,447
Save 78
Per Person
View Trip
16 Day Southern Caribbean In Depth with Seabourn
Cruise

16 Days (15 Nights) Miami to Philipsburg
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 20 November 2026
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis (+7 more), Dominica, Saint Vincent, Barbados, Saint Lucia, Montserrat, Antigua and Barbuda, Saint Martin
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,442
Suite
$12,773
From
US$7,442
Save 122
Per Person
View Trip
8 Day Treasures Of Aruba, Bonaire & Curacao with Seabourn
Cruise

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 02 January 2027
Visit: Barbados, Saint Lucia, Curacao, Aruba, Bonaire
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,012
Suite
$8,343
From
US$4,012
Save 67
Per Person
View Trip
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