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Seabourn Caribbean Cruises

Join Seabourn on one of 32 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 72 cruises departing between October 2026 and March 2028.
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8 Days
25 Days
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$3,500pp
$16,599pp
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32 Cruises (72 Cruise Departures)
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
$4,319
Suite
$7,199
From
US$4,319
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
Yours to Explore
Inside
-
Oceanview
$6,999
Balcony
$8,499
Suite
$12,499
From
US$6,999
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
Visit: Barbados, Saint Lucia, Curacao, Aruba (+6 more), Bonaire, Montserrat, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Saint Martin
Inside
-
Oceanview
-
Balcony
$7,829
Suite
$12,959
From
US$7,829
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
Yours to Explore
Inside
-
Oceanview
-
Balcony
-
Suite
$15,199
From
US$15,199
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
Yours to Explore
Inside
-
Oceanview
$10,999
Balcony
$12,799
Suite
$19,999
From
US$10,999
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
Yours to Explore
Inside
-
Oceanview
$5,999
Balcony
$6,799
Suite
$11,999
From
US$5,999
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
Yours to Explore
Inside
-
Oceanview
$4,999
Balcony
$5,999
Suite
$8,999
From
US$4,999
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
$7,829
Suite
$12,959
From
US$7,829
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
Yours to Explore
Inside
-
Oceanview
-
Balcony
$3,799
Suite
$7,999
From
US$3,799
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
Yours to Explore
Inside
-
Oceanview
$4,999
Balcony
$5,999
Suite
$8,999
From
US$4,999
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
Yours to Explore
Inside
-
Oceanview
$5,499
Balcony
$6,799
Suite
$9,999
From
US$5,499
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
$5,849
Suite
$10,799
From
US$5,849
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
Yours to Explore
Inside
-
Oceanview
-
Balcony
$3,799
Suite
$7,999
From
US$3,799
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
Yours to Explore
Inside
-
Oceanview
$5,999
Balcony
$6,999
Suite
$11,999
From
US$5,999
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
Yours to Explore
Inside
-
Oceanview
-
Balcony
$10,199
Suite
$20,699
From
US$10,199
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
Yours to Explore
Inside
-
Oceanview
-
Balcony
$7,499
Suite
$14,399
From
US$7,499
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
$10,169
Suite
$18,629
From
US$10,169
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
$7,829
Suite
$12,959
From
US$7,829
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
$8,819
Suite
$14,579
From
US$8,819
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
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique, Saint Vincent, Grenada, Barbados
Yours to Explore
Inside
-
Oceanview
-
Balcony
$3,599
Suite
$7,199
From
US$3,599
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
Yours to Explore
Inside
-
Oceanview
-
Balcony
$7,829
Suite
$12,959
From
US$7,829
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
Yours to Explore
Inside
-
Oceanview
-
Balcony
$4,499
Suite
$7,999
From
US$4,499
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
Departures: Dec 2026 to Feb 2028
Visit: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Saint Martin
Yours to Explore
Inside
-
Oceanview
-
Balcony
$3,599
Suite
$7,199
From
US$3,599
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
Yours to Explore
Inside
-
Oceanview
-
Balcony
$6,289
Suite
$10,499
From
US$6,289
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
$8,099
Suite
$15,389
From
US$8,099
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
Yours to Explore
Inside
-
Oceanview
-
Balcony
-
Suite
$6,499
From
US$6,499
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
$3,599
Suite
$7,199
From
US$3,599
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
Visit: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda (+6 more), Saint Kitts and Nevis, Virgin Islands, Saint Martin, Martinique, Saint Vincent, Grenada
Yours to Explore
Inside
-
Oceanview
-
Balcony
$6,479
Suite
$12,959
From
US$6,479
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
Yours to Explore
Inside
-
Oceanview
-
Balcony
$7,999
Suite
$14,399
From
US$7,999
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
Yours to Explore
Inside
-
Oceanview
-
Balcony
$3,999
Suite
$7,199
From
US$3,999
Per Person
View Trip
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