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Seabourn Caribbean Cruises

Join Seabourn on one of 39 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 81 cruises departing between October 2026 and October 2028.
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39 Cruises (81 Departures)
39 Cruises (81 Departures)
Departures
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Duration
8 Days
88 Days
Start & End Cities
Ship Name
Price
$2,800pp
$108,498pp
Countries
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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
Visits: USA, Puerto Rico, Anguilla, Saint Kitts and Nevis +5 more, Dominica, Martinique, Guadeloupe, Montserrat, Virgin Islands
Oceanview
$6,153
Balcony
$6,374
Suite
$10,624
From (Per Person)
US$6,153
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
Visits: USA, Puerto Rico, Anguilla, Montserrat, Saint Kitts and Nevis, Virgin Islands
Oceanview
$4,674
Balcony
$5,524
Suite
$8,499
From (Per Person)
US$4,674
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
Visits: USA, Saint Barthelemy, Saint Kitts and Nevis, Martinique +5 more, Dominica, Montserrat, Antigua and Barbuda, Anguilla, Virgin Islands
Oceanview
$6,204
Balcony
$6,799
Suite
$10,199
From (Per Person)
US$6,204
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
Visits: USA, Puerto Rico, Anguilla, Saint Kitts and Nevis +8 more, Saint Martin, Guadeloupe, Martinique, Saint Lucia, Dominica, Montserrat, Antigua and Barbuda, Virgin Islands
Oceanview
$9,349
Balcony
$9,774
Suite
$16,999
From (Per Person)
US$9,349
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
Visits: USA, Puerto Rico, Saint Kitts and Nevis, Montserrat, Saint Barthelemy, Virgin Islands
Oceanview
$3,824
Balcony
$4,674
Suite
$6,799
From (Per Person)
US$3,824
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
Visits: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis +5 more, Dominica, Martinique, Guadeloupe, Montserrat, Anguilla
Oceanview
$6,374
Balcony
$8,499
Suite
$11,899
From (Per Person)
US$6,374
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
Visits: USA, Puerto Rico, Saint Barthelemy, Montserrat, Dominica, Saint Kitts and Nevis, Virgin Islands
Oceanview
$4,334
Balcony
$4,929
Suite
$7,649
From (Per Person)
US$4,334
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
Visits: Iceland, Greenland, Canada, Bermuda, Puerto Rico, Aruba
Bonus Onboard Credit
Balcony
$38,696
Suite
$57,596
From (Per Person)
US$38,696
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
Visits: Barbados, Grenada, Saint Vincent, Martinique +6 more, Guadeloupe, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Anguilla, Saint Martin
Balcony
$4,929
Suite
$10,029
From (Per Person)
US$4,929
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
Visits: Canada, Saint Kitts and Nevis, Spain, Saint Lucia +4 more, Barbados, Trinidad and Tobago, French Guiana, Brazil
Balcony
-
Suite
$10,879
From (Per Person)
US$10,879
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
Visits: Barbados, Saint Lucia, Trinidad and Tobago, Curacao, Bonaire
Balcony
$3,314
Suite
$6,799
From (Per Person)
US$3,314
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
Visits: Barbados, Saint Lucia, Curacao, Aruba, Bonaire
Balcony
$3,399
Suite
$6,799
From (Per Person)
US$3,399
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
Visits: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique +6 more, Saint Vincent, Grenada, Barbados, Saint Lucia, Montserrat, Antigua and Barbuda
Balcony
$6,969
Suite
$12,239
From (Per Person)
US$6,969
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
Visits: Saint Martin, Virgin Islands, Anguilla, Antigua and Barbuda +6 more, Saint Kitts and Nevis, Guadeloupe, Aruba, Curacao, Bonaire, Barbados
Balcony
$5,439
Suite
$11,049
From (Per Person)
US$5,439
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
Visits: Canada, Bermuda, Puerto Rico, Aruba +4 more, Panama, Ecuador, Peru, Chile
Balcony
$11,743
Suite
$16,198
From (Per Person)
US$11,743
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
Visits: Iceland, Greenland, Canada, Bermuda +6 more, Puerto Rico, Aruba, Panama, Ecuador, Peru, Chile
Bonus Onboard Credit
Balcony
$48,595
Suite
$71,095
From (Per Person)
US$48,595
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
Visits: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda +6 more, Saint Kitts and Nevis, Virgin Islands, Saint Martin, Martinique, Saint Vincent, Grenada
Balcony
$5,949
Suite
$12,919
From (Per Person)
US$5,949
Per Person
View Trip
15 Day Yacht Harbors & Southern Island Discovery with Seabourn
Cruise

15 Days (14 Nights) Bridgetown to Philipsburg
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 08 January 2028
Visits: Barbados, Saint Lucia, Curacao, Aruba +6 more, Bonaire, Montserrat, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Saint Martin
Balcony
$7,224
Suite
$12,239
From (Per Person)
US$7,224
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
Visits: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique +6 more, Saint Vincent, Grenada, Barbados, Saint Lucia, Montserrat, Antigua and Barbuda
Balcony
$6,714
Suite
$12,239
From (Per Person)
US$6,714
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
Visits: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Saint Vincent, Barbados
Balcony
$3,399
Suite
$7,224
From (Per Person)
US$3,399
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
Visits: Barbados, Saint Kitts and Nevis, Martinique, Dominica, Guadeloupe, Saint Lucia
Balcony
$4,164
Suite
$9,349
From (Per Person)
US$4,164
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 2028
Visits: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique, Saint Vincent, Grenada, Barbados
Balcony
$3,229
Suite
$6,799
From (Per Person)
US$3,229
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
Visits: Barbados, Grenada, Saint Vincent, Martinique +9 more, Guadeloupe, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Anguilla, Saint Martin, Aruba, Curacao, Bonaire
Balcony
$9,859
Suite
$20,059
From (Per Person)
US$9,859
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
Visits: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Saint Martin
Balcony
$3,314
Suite
$7,054
From (Per Person)
US$3,314
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
Visits: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis +7 more, Dominica, Saint Vincent, Barbados, Saint Lucia, Montserrat, Antigua and Barbuda, Saint Martin
Balcony
$6,119
Suite
$12,919
From (Per Person)
US$6,119
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
Visits: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda +6 more, Saint Kitts and Nevis, Virgin Islands, Saint Martin, Martinique, Saint Vincent, Grenada
Balcony
$7,819
Suite
$13,769
From (Per Person)
US$7,819
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: Dec 2026 to Feb 2028
Visits: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Saint Martin
Balcony
$3,059
Suite
$6,799
From (Per Person)
US$3,059
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
Visits: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Saint Martin
Balcony
$3,909
Suite
$6,799
From (Per Person)
US$3,909
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 Feb 2028
Visits: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda +6 more, Saint Kitts and Nevis, Virgin Islands, Saint Martin, Martinique, Saint Vincent, Grenada
Balcony
$6,969
Suite
$12,919
From (Per Person)
US$6,969
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
Visits: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique +5 more, Saint Vincent, Grenada, Barbados, Saint Lucia, Portugal
Bonus Onboard Credit
Balcony
$10,698
Suite
$20,798
From (Per Person)
US$10,698
Per Person
View Trip
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