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58 Cruises (114 Departures)
58 Cruises (114 Departures)
Departures
Duration
8 Days
88 Days
Start & End Cities
Ship Name
Price
$5,500pp
$165,898pp
Countries
Cruise
(1)
Leeward Island Jewels
15 Days (14 Nights) Miami to Miami
Operator: Seabourn
Ship: Seabourn Quest
Departure: 22 November 2026
Visits: USA, Puerto Rico, Anguilla, Saint Kitts and Nevis +5 more, Dominica, Martinique, Montserrat, Guadeloupe, Virgin Islands
Exclusive Savings
Oceanview
$9,719
Balcony
$11,091
Suite
$17,069
From (Per Person)
A$9,719
Save 179
Per Person
Cruise
(1)
Windward & Leeward Islands
15 Days (14 Nights) Miami to Miami
Operator: 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
$10,317
Balcony
$12,375
Suite
$16,491
From (Per Person)
A$10,317
Save 181
Per Person
Cruise
(1)
Leeward Island Jewels
15 Days (14 Nights) Miami to Miami
Operator: 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
$11,581
Balcony
$12,071
Suite
$19,421
From (Per Person)
A$11,581
Save 217
Per Person
Cruise
(1)
Leeward Islands & Dominica Dreams
12 Days (11 Nights) Miami to Miami
Operator: 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
$9,624
Balcony
$10,702
Suite
$15,210
From (Per Person)
A$9,624
Save 174
Per Person
Cruise
(1)
Southern Caribbean & St. Barts
11 Days (10 Nights) Miami to Miami
Operator: Seabourn
Ship: Seabourn Quest
Departures: Nov 2027 to Dec 2028
Visits: USA, Puerto Rico, Saint Kitts and Nevis, Montserrat, Saint Barthelemy, Virgin Islands
Exclusive Savings
Oceanview
$9,132
Balcony
$10,504
Suite
$15,110
From (Per Person)
A$9,132
Save 175
Per Person
Cruise
(1)
Southern Caribbean & St. Barts Holiday
11 Days (10 Nights) Miami to Miami
Operator: Seabourn
Ship: Seabourn Quest
Departures: Dec 2027 to Dec 2028
Visits: USA, Puerto Rico, Anguilla, Montserrat, Saint Kitts and Nevis, Virgin Islands
Exclusive Savings
Oceanview
$10,014
Balcony
$10,994
Suite
$15,502
From (Per Person)
A$10,014
Save 184
Per Person
Cruise
(1)
Leeward Island Holiday
17 Days (16 Nights) Miami to Miami
Operator: 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
$15,308
Balcony
$16,680
Suite
$31,747
From (Per Person)
A$15,308
Save 290
Per Person
Cruise
Yacht Harbors & Atlantic Crossing
20 Days (19 Nights) Philipsburg to Lisbon
Operator: 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
$16,208
Suite
$29,340
From (Per Person)
A$16,208
Save 290
Per Person
Cruise
Southern Caribbean In Depth
16 Days (15 Nights) Miami to Philipsburg
Operator: 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
$11,483
Suite
$24,223
From (Per Person)
A$11,483
Save 215
Per Person
Cruise
Ultimate Caribbean Yacht Harbors
22 Days (21 Nights) Bridgetown to Bridgetown
Operator: Seabourn
Ship: Seabourn Ovation
Departure: 03 February 2029
Visits: Barbados, Saint Lucia, Curacao, Aruba +10 more, Bonaire, Saint Vincent, Martinique, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Saint Martin, Saint Barthelemy, Guadeloupe, Grenada
Exclusive Savings
Balcony
$19,443
Suite
$32,673
From (Per Person)
A$19,443
Save 355
Per Person
Cruise
Greenland, Labrador Coast & Atlantic Crossing
27 Days (26 Nights) Reykjavik to Oranjestad
Operator: Seabourn
Ship: Seabourn Pursuit
Departure: 06 September 2028
Visits: Iceland, Greenland, Canada, Bermuda, Puerto Rico, Aruba
Exclusive Savings
Balcony
$32,391
Suite
$46,307
From (Per Person)
A$32,391
Save 607
Per Person
Cruise
Classic Caribbean Yacht Harbors
8 Days (7 Nights) Bridgetown to Philipsburg
Operator: 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
$6,280
Suite
$9,710
From (Per Person)
A$6,280
Save 118
Per Person
Cruise
Southern Caribbean Yacht Harbors
9 Days (8 Nights) Halifax to Bridgetown
Operator: Seabourn
Ship: Seabourn Venture
Departures: Oct 2026 to Oct 2028
Visits: Canada, Saint Kitts and Nevis, Spain, Saint Lucia, Barbados
Exclusive Savings
Balcony
$7,164
Suite
$6,771
From (Per Person)
A$6,771
Save 142
Per Person
Cruise
St. Barts & Caribbean Yacht Harbors
8 Days (7 Nights) Philipsburg to Bridgetown
Operator: Seabourn
Ship: Seabourn Ovation
Departure: 27 January 2029
Visits: Saint Martin, Saint Kitts and Nevis, Saint Barthelemy, Martinique, Guadeloupe, Grenada, Barbados
Exclusive Savings
Balcony
$7,068
Suite
$12,066
From (Per Person)
A$7,068
Save 130
Per Person
Cruise
Boutique Yacht Harbors Of The Caribbean
15 Days (14 Nights) Bridgetown to Bridgetown
Operator: Seabourn
Ship: Seabourn Ovation
Departures: Dec 2028 to Mar 2029
Visits: Barbados, Saint Vincent, Martinique, Antigua and Barbuda +7 more, Saint Kitts and Nevis, Virgin Islands, Saint Martin, Saint Barthelemy, Saint Lucia, Guadeloupe, Grenada
Exclusive Savings
Balcony
$11,687
Suite
$21,781
From (Per Person)
A$11,687
Save 237
Per Person
Cruise
Yachtsman's Caribbean
8 Days (7 Nights) Philipsburg to Bridgetown
Operator: 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
$5,986
Suite
$14,419
From (Per Person)
A$5,986
Save 165
Per Person
Cruise
Treasures Of Aruba, Bonaire & Curacao
8 Days (7 Nights) Bridgetown to Bridgetown
Operator: Seabourn
Ship: Seabourn Ovation
Departures: Jan 2027 to Feb 2029
Visits: Barbados, Saint Lucia, Curacao, Aruba, Bonaire
Exclusive Savings
Balcony
$5,692
Suite
$11,082
From (Per Person)
A$5,692
Save 134
Per Person
Cruise
Classic Caribbean Yacht Harbors
8 Days (7 Nights) Bridgetown to Philipsburg
Operator: 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
$7,755
Suite
$15,105
From (Per Person)
A$7,755
Save 143
Per Person
Cruise
Boutique Yacht Harbors & Southern Caribbean Isles
15 Days (14 Nights) Philipsburg to Philipsburg
Operator: Seabourn
Ship: Seabourn Ovation
Departure: 13 January 2029
Visits: Saint Martin, Saint Kitts and Nevis, Aruba, Curacao +6 more, Bonaire, Barbados, Saint Vincent, Martinique, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Balcony
$12,961
Suite
$21,781
From (Per Person)
A$12,961
Save 237
Per Person
Cruise
Boutique Yacht Harbors & Atlantic Crossing
27 Days (26 Nights) Bridgetown to Lisbon
Operator: Seabourn
Ship: Seabourn Ovation
Departure: 10 March 2029
Visits: Barbados, Saint Vincent, Martinique, Antigua and Barbuda +9 more, Saint Kitts and Nevis, Virgin Islands, Saint Martin, Saint Barthelemy, Saint Lucia, Guadeloupe, Grenada, Morocco, Portugal
Exclusive Savings
Balcony
$20,335
Suite
$38,857
From (Per Person)
A$20,335
Save 363
Per Person
Cruise
Caribbean Gems In Depth
15 Days (14 Nights) Philipsburg to Philipsburg
Operator: 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
$13,160
Suite
$26,194
From (Per Person)
A$13,160
Save 297
Per Person
Cruise
Exploring Aruba, Bonaire & Curacao
8 Days (7 Nights) Philipsburg to Bridgetown
Operator: Seabourn
Ship: Seabourn Ovation
Departure: 13 January 2029
Visits: Saint Martin, Saint Kitts and Nevis, Aruba, Curacao, Bonaire, Barbados
Exclusive Savings
Balcony
$7,068
Suite
$12,066
From (Per Person)
A$7,068
Save 130
Per Person
Cruise
Caribbean Yacht Harbor Holiday
11 Days (10 Nights) Bridgetown to Philipsburg
Operator: 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
$10,015
Suite
$16,483
From (Per Person)
A$10,015
Save 183
Per Person
Cruise
Caribbean Gems
8 Days (7 Nights) Bridgetown to Bridgetown
Operator: Seabourn
Ship: Seabourn Ovation
Departure: 06 February 2027
Visits: Barbados, Saint Kitts and Nevis, Martinique, Dominica, Guadeloupe, Saint Lucia
Exclusive Savings
Balcony
$8,671
Suite
$14,120
From (Per Person)
A$8,671
Save 167
Per Person
Cruise
Boutique Yacht Harbors Of The Caribbean
15 Days (14 Nights) Bridgetown to Bridgetown
Operator: Seabourn
Ship: Seabourn Ovation
Departure: 20 January 2029
Visits: Barbados, Saint Vincent, Martinique, Antigua and Barbuda +6 more, Saint Kitts and Nevis, Virgin Islands, Saint Martin, Saint Barthelemy, Guadeloupe, Grenada
Exclusive Savings
Balcony
$12,961
Suite
$21,781
From (Per Person)
A$12,961
Save 237
Per Person
Cruise
Classic Caribbean Yacht Harbors
8 Days (7 Nights) Bridgetown to Philipsburg
Operator: 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
$5,692
Suite
$13,728
From (Per Person)
A$5,692
Save 176
Per Person
Cruise
Atlantic Crossing: Halifax To Bermuda & Puerto Rico
9 Days (8 Nights) Halifax to Oranjestad
Operator: Seabourn
Ship: Seabourn Pursuit
Departure: 24 September 2028
Visits: Canada, Bermuda, Puerto Rico, Aruba
Exclusive Savings
Balcony
$7,070
Suite
$9,226
From (Per Person)
A$7,070
Save 128
Per Person
Cruise
Exotic Caribbean In Depth
15 Days (14 Nights) Bridgetown to Bridgetown
Operator: 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
Exclusive Savings
Balcony
$11,091
Suite
$22,753
From (Per Person)
A$11,091
Save 207
Per Person
Cruise
Caribbean Yacht Harbors In Depth
15 Days (14 Nights) Philipsburg to Philipsburg
Operator: 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
Exclusive Savings
Balcony
$12,866
Suite
$27,272
From (Per Person)
A$12,866
Save 232
Per Person
Cruise
Yacht Harbors & Southern Island Discovery
15 Days (14 Nights) Bridgetown to Philipsburg
Operator: 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
$12,278
Suite
$27,370
From (Per Person)
A$12,278
Save 220
Per Person
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