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Seabourn Caribbean Cruises

Join Seabourn on one of 38 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 80 cruises departing between October 2026 and October 2028.
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38 Cruises (80 Cruise Departures)
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
Inside
-
Oceanview
$5,298
Balcony
$6,298
Suite
$9,998
From
US$5,298
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
Inside
-
Oceanview
$5,498
Balcony
$6,798
Suite
$9,998
From
US$5,498
Per Person
View Trip
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
Inside
-
Oceanview
$7,798
Balcony
$8,998
Suite
$13,298
From
US$7,798
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
Inside
-
Oceanview
$10,998
Balcony
$12,798
Suite
$19,998
From
US$10,998
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
Inside
-
Oceanview
$5,498
Balcony
$8,498
Suite
$11,998
From
US$5,498
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
Inside
-
Oceanview
$4,998
Balcony
$5,998
Suite
$8,998
From
US$4,998
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
Inside
-
Oceanview
$5,998
Balcony
$8,498
Suite
$11,998
From
US$5,998
Per Person
View Trip
25 Day Atlantic Crossing: Halifax To South America with Seabourn
Cruise

25 Days (24 Nights) Halifax to Valparaiso
Cruise Line: Seabourn
Ship: Seabourn Pursuit
Departure: 24 September 2028
Visit: Canada, Bermuda, Puerto Rico, Aruba (+4 more), Panama, Ecuador, Peru, Chile
Inside
-
Oceanview
-
Balcony
$13,048
Suite
$17,998
From
US$13,048
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
Inside
-
Oceanview
-
Balcony
$4,298
Suite
$7,498
From
US$4,298
Per Person
View Trip
15 Day Caribbean Yacht Explorer with Seabourn
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 11 March 2028
Visit: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda (+6 more), Saint Kitts and Nevis, Virgin Islands, Saint Martin, Martinique, Saint Vincent, Grenada
Inside
-
Oceanview
-
Balcony
$9,398
Suite
$16,198
From
US$9,398
Per Person
View Trip
11 Day Caribbean Yacht Harbor Holiday with Seabourn
Cruise

11 Days (10 Nights) Bridgetown to Philipsburg
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 18 December 2027
Visit: Barbados, Grenada, Saint Vincent, Martinique (+6 more), Guadeloupe, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Anguilla, Saint Martin
Inside
-
Oceanview
-
Balcony
$5,998
Suite
$11,798
From
US$5,998
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 2028
Visit: Canada, Saint Kitts and Nevis, Spain, Saint Lucia (+4 more), Barbados, Trinidad and Tobago, French Guiana, Brazil
Inside
-
Oceanview
-
Balcony
-
Suite
$14,398
From
US$14,398
Per Person
View Trip
27 Day Greenland, Labrador Coast & Atlantic Crossing with Seabourn
Cruise

27 Days (26 Nights) Reykjavik to Oranjestad
Cruise Line: Seabourn
Ship: Seabourn Pursuit
Departure: 06 September 2028
Visit: Iceland, Greenland, Canada, Bermuda, Puerto Rico, Aruba
Inside
-
Oceanview
-
Balcony
$21,148
Suite
$31,498
From
US$21,148
Per Person
View Trip
15 Day Caribbean Yacht Harbors In Depth with Seabourn
Cruise

15 Days (14 Nights) Philipsburg to Philipsburg
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 04 March 2028
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique (+6 more), Saint Vincent, Grenada, Barbados, Saint Lucia, Montserrat, Antigua and Barbuda
Inside
-
Oceanview
-
Balcony
$8,698
Suite
$14,398
From
US$8,698
Per Person
View Trip
12 Day Yachtsman's Holiday In Aruba, Bonaire & Curacao with Seabourn
Cruise

12 Days (11 Nights) Philipsburg to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 28 December 2027
Visit: Saint Martin, Virgin Islands, Anguilla, Antigua and Barbuda (+6 more), Saint Kitts and Nevis, Guadeloupe, Aruba, Curacao, Bonaire, Barbados
Inside
-
Oceanview
-
Balcony
$6,498
Suite
$12,998
From
US$6,498
Per Person
View Trip
41 Day Exploring Scoresbysund, Greenland & Atlantic Crossing with Seabourn
Cruise

41 Days (40 Nights) Reykjavik to Oranjestad
Cruise Line: Seabourn
Ship: Seabourn Pursuit
Departure: 23 August 2028
Visit: Iceland, Greenland, Canada, Bermuda, Puerto Rico, Aruba
Inside
-
Oceanview
-
Balcony
$38,697
Suite
$57,597
From
US$38,697
Per Person
View Trip
22 Day Bonaire, Curacao & Southern Caribbean Holiday with Seabourn
Cruise

22 Days (21 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 18 December 2027
Visit: Barbados, Grenada, Saint Vincent, Martinique (+9 more), Guadeloupe, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Anguilla, Saint Martin, Aruba, Curacao, Bonaire
Inside
-
Oceanview
-
Balcony
$11,898
Suite
$23,598
From
US$11,898
Per Person
View Trip
8 Day Yacht Harbors Of Bonaire & Curacao with Seabourn
Cruise

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 11 December 2027
Visit: Barbados, Saint Lucia, Trinidad and Tobago, Curacao, Bonaire
Inside
-
Oceanview
-
Balcony
$3,998
Suite
$7,998
From
US$3,998
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
Inside
-
Oceanview
-
Balcony
$5,524
Suite
$10,369
From
US$5,524
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
Inside
-
Oceanview
-
Balcony
$4,098
Suite
$8,498
From
US$4,098
Per Person
View Trip
18 Day Hidden Yacht Harbor Holiday with Seabourn
Cruise

18 Days (17 Nights) Bridgetown to Philipsburg
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 11 December 2027
Visit: Barbados, Saint Lucia, Trinidad and Tobago, Curacao (+10 more), Bonaire, Grenada, Saint Vincent, Martinique, Guadeloupe, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Anguilla, Saint Martin
Inside
-
Oceanview
-
Balcony
$8,998
Suite
$17,898
From
US$8,998
Per Person
View Trip
20 Day Yacht Harbors & Atlantic Crossing with Seabourn
Cruise

20 Days (19 Nights) Philipsburg to Lisbon
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 18 March 2028
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique (+5 more), Saint Vincent, Grenada, Barbados, Saint Lucia, Portugal
Inside
-
Oceanview
-
Balcony
$8,909
Suite
$16,199
From
US$8,909
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
Inside
-
Oceanview
-
Balcony
$7,598
Suite
$14,398
From
US$7,598
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
Departures: Jan 2027 to Jan 2028
Visit: Barbados, Saint Lucia, Curacao, Aruba, Bonaire
Inside
-
Oceanview
-
Balcony
$3,998
Suite
$7,998
From
US$3,998
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
Inside
-
Oceanview
-
Balcony
$8,198
Suite
$15,198
From
US$8,198
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 Feb 2028
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique (+6 more), Saint Vincent, Grenada, Barbados, Saint Lucia, Montserrat, Antigua and Barbuda
Inside
-
Oceanview
-
Balcony
$8,898
Suite
$14,398
From
US$8,898
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 2028
Visit: Canada, Saint Kitts and Nevis, Spain, Saint Lucia, Barbados
Inside
-
Oceanview
-
Balcony
-
Suite
$5,499
From
US$5,499
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: 11 March 2028
Visit: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Saint Martin
Inside
-
Oceanview
-
Balcony
$4,798
Suite
$7,998
From
US$4,798
Per Person
View Trip
57 Day Ice To Isles: From Scoresbysund To San Juan with Seabourn
Cruise

57 Days (56 Nights) Reykjavik to Valparaiso
Cruise Line: Seabourn
Ship: Seabourn Pursuit
Departure: 23 August 2028
Visit: Iceland, Greenland, Canada, Bermuda (+6 more), Puerto Rico, Aruba, Panama, Ecuador, Peru, Chile
Inside
-
Oceanview
-
Balcony
$48,596
Suite
$71,096
From
US$48,596
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
Inside
-
Oceanview
-
Balcony
$5,998
Suite
$11,998
From
US$5,998
Per Person
View Trip
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