Filter Results
39 Cruises (80 Departures)
39 Cruises (80 Departures)
Departures
Duration
8 Days
88 Days
Start & End Cities
Ship Name
Price
$5,000pp
$151,599pp
Countries
Cruise
(1)
Leeward Island Holiday
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
Exclusive Savings
Oceanview
$15,112
Balcony
$15,798
Suite
$27,460
From (Per Person)
A$15,112
Save 286
Per Person
Cruise
(1)
Leeward Island Jewels
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
Exclusive Savings
Oceanview
$11,571
Balcony
$11,777
Suite
$16,089
From (Per Person)
A$11,571
Save 217
Per Person
Cruise
(1)
Leeward Island Jewels
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
Exclusive Savings
Oceanview
$10,503
Balcony
$13,933
Suite
$19,519
From (Per Person)
A$10,503
Save 195
Per Person
Cruise
(1)
Southern Caribbean & St. Barts
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
Exclusive Savings
Oceanview
$6,192
Balcony
$7,564
Suite
$10,994
From (Per Person)
A$6,192
Save 134
Per Person
Cruise
(1)
Leeward Islands & Dominica Dreams
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
Exclusive Savings
Oceanview
$7,076
Balcony
$8,056
Suite
$12,368
From (Per Person)
A$7,076
Save 122
Per Person
Cruise
(1)
Windward & Leeward Islands
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
Exclusive Savings
Oceanview
$10,121
Balcony
$11,003
Suite
$16,491
From (Per Person)
A$10,121
Save 177
Per Person
Cruise
(1)
Southern Caribbean & St. Barts Holiday
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
Exclusive Savings
Oceanview
$7,564
Balcony
$8,936
Suite
$13,738
From (Per Person)
A$7,564
Save 134
Per Person
Cruise
Yachtsman's Caribbean
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
Exclusive Savings
Balcony
$5,300
Suite
$10,989
From (Per Person)
A$5,300
Save 150
Per Person
Cruise
Atlantic Crossing: Halifax To Bermuda & Puerto Rico
9 Days (8 Nights) Halifax to Oranjestad
Cruise Line: Seabourn
Ship: Seabourn Pursuit
Departure: 24 September 2028
Visits: Canada, Bermuda, Puerto Rico, Aruba
Exclusive Savings
Balcony
$5,209
Suite
$7,463
From (Per Person)
A$5,209
Save 90
Per Person
Cruise
Southern Caribbean Yacht Harbors & Coast Of Brazil
25 Days (24 Nights) Halifax to Rio de Janeiro
Cruise Line: Seabourn
Ship: Seabourn Venture
Departures: Oct 2027 to Oct 2028
Visits: Canada, Saint Kitts and Nevis, Spain, Saint Lucia +4 more, Barbados, Trinidad and Tobago, French Guiana, Brazil
Exclusive Savings
Balcony
-
Suite
$20,709
From (Per Person)
A$20,709
Save 399
Per Person
Cruise
Caribbean Gems
8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 12 December 2026
Visits: Barbados, Saint Kitts and Nevis, Guadeloupe, Martinique, Dominica, Saint Lucia
Exclusive Savings
Balcony
$5,104
Suite
$8,142
From (Per Person)
A$5,104
Save 94
Per Person
Cruise
Caribbean Gems
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
Exclusive Savings
Balcony
$7,750
Suite
$15,394
From (Per Person)
A$7,750
Save 148
Per Person
Cruise
Ultimate Greenland, Labrador Coast & Lesser Antilles
88 Days (87 Nights) Reykjavik to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Venture
Departure: 15 July 2028
Visits: Iceland, Greenland, Canada, Arctic +4 more, Saint Kitts and Nevis, Montserrat, Saint Lucia, Barbados
Exclusive Savings
Balcony
-
Suite
$148,745
From (Per Person)
A$148,745
Save 2,854
Per Person
Cruise
Caribbean Gems In Depth
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
Exclusive Savings
Balcony
$10,895
Suite
$19,824
From (Per Person)
A$10,895
Save 267
Per Person
Cruise
Greenland, Labrador Coast & Atlantic Crossing
27 Days (26 Nights) Reykjavik to Oranjestad
Cruise Line: Seabourn
Ship: Seabourn Pursuit
Departure: 06 September 2028
Visits: Iceland, Greenland, Canada, Bermuda, Puerto Rico, Aruba
Exclusive Savings
Balcony
$31,216
Suite
$46,504
From (Per Person)
A$31,216
Save 583
Per Person
Cruise
Southern Caribbean Gems
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
Exclusive Savings
Balcony
$5,594
Suite
$11,866
From (Per Person)
A$5,594
Save 104
Per Person
Cruise
Southern Caribbean Yacht Harbors
9 Days (8 Nights) Halifax to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Venture
Departures: Oct 2026 to Oct 2028
Visits: Canada, Saint Kitts and Nevis, Spain, Saint Lucia, Barbados
Exclusive Savings
Balcony
-
Suite
$7,163
From (Per Person)
A$7,163
Save 157
Per Person
Cruise
Classic Caribbean Yacht Harbors
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
Exclusive Savings
Balcony
$5,006
Suite
$10,989
From (Per Person)
A$5,006
Save 148
Per Person
Cruise
Yacht Harbors & Atlantic Crossing
20 Days (19 Nights) Philipsburg to Lisbon
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 18 March 2028
Visits: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique +5 more, Saint Vincent, Grenada, Barbados, Saint Lucia, Portugal
Exclusive Savings
Balcony
$12,299
Suite
$22,266
From (Per Person)
A$12,299
Save 210
Per Person
Cruise
Caribbean Yacht Harbor Holiday
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
Exclusive Savings
Balcony
$8,055
Suite
$16,287
From (Per Person)
A$8,055
Save 143
Per Person
Cruise
Classic Caribbean Yacht Harbors
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
Exclusive Savings
Balcony
$5,398
Suite
$11,474
From (Per Person)
A$5,398
Save 100
Per Person
Cruise
Southern Caribbean In Depth
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
Exclusive Savings
Balcony
$10,013
Suite
$23,091
From (Per Person)
A$10,013
Save 185
Per Person
Cruise
Yacht Harbors Of Bonaire & Curacao
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
Exclusive Savings
Balcony
$5,403
Suite
$10,989
From (Per Person)
A$5,403
Save 95
Per Person
Cruise
Bonaire, Curacao & Southern Caribbean Holiday
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
Exclusive Savings
Balcony
$16,115
Suite
$32,481
From (Per Person)
A$16,115
Save 283
Per Person
Cruise
Classic Caribbean Yacht Harbors
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
Exclusive Savings
Balcony
$6,383
Suite
$10,989
From (Per Person)
A$6,383
Save 115
Per Person
Cruise
Caribbean Yacht Explorer
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
Exclusive Savings
Balcony
$12,670
Suite
$22,274
From (Per Person)
A$12,670
Save 228
Per Person
Cruise
Exploring Greenland, Labrador Coast & Panama Canal
43 Days (42 Nights) Reykjavik to Valparaiso
Cruise Line: Seabourn
Ship: Seabourn Pursuit
Departure: 06 September 2028
Visits: Iceland, Greenland, Canada, Bermuda +6 more, Puerto Rico, Aruba, Panama, Ecuador, Peru, Chile
Exclusive Savings
Balcony
$45,851
Suite
$66,431
From (Per Person)
A$45,851
Save 848
Per Person
Cruise
Yachtsman's Caribbean & Atlantic Passage
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
Exclusive Savings
Balcony
$13,270
Suite
$24,765
From (Per Person)
A$13,270
Save 244
Per Person
Cruise
Yacht Harbors & Southern Island Discovery
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
Exclusive Savings
Balcony
$11,788
Suite
$19,824
From (Per Person)
A$11,788
Save 210
Per Person
Cruise
Exploring Scoresbysund, Greenland & Atlantic Crossing
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
Exclusive Savings
Balcony
$57,117
Suite
$84,949
From (Per Person)
A$57,117
Save 1,082
Per Person
No trips found. Try adjusting the search filters.
