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Cruises from Philipsburg, St. Maarten

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Showing 1–30 of 37 sailings

Seabourn Ovation · Caribbean

7-Day Yachtsman's Caribbean

Dec 5 to Dec 12, 2026 · 7 nights

Philipsburg, Sint Maarten to Bridgetown, Barbados

  • Premium spirits and fine wines included
  • Up to $2,000 shipboard credit per suite
  • All dining venues included
  • 15% reduced deposit

Offers: Explore Beyond Event, The Finale Sail

Ports of call and details

From $2,639 per guest based on double occupancy

Veranda Suite, The Finale Sail

Taxes & fees included

Veranda Suite
$2,639
Owner's Suite and Above
$11,598
Ocean View
Penthouse Suite
Penthouse Spa Suite
Request this sailing

Seabourn Ovation · Caribbean

14-Day Yachtsman's Caribbean In Depth

Dec 5 to Dec 19, 2026 · 14 nights

Philipsburg, Sint Maarten to Bridgetown, Barbados

  • Premium spirits and fine wines included
  • Up to $2,000 shipboard credit per suite
  • All dining venues included
  • 15% reduced deposit

Offers: Seabourn Combo Savings, Explore Beyond Event, The Finale Sail

Ports of call and details

From $4,719 per guest based on double occupancy

Veranda Suite, The Finale Sail

Taxes & fees included

Veranda Suite
$4,719
Penthouse Suite
$11,898
Owner's Suite and Above
$16,398
Ocean View
Penthouse Spa Suite
Request this sailing

Seabourn Ovation · Caribbean

7-Day Yachtsman's Caribbean

Dec 26, 2026 to Jan 2, 2027 · 7 nights

Philipsburg, Sint Maarten to Bridgetown, Barbados

  • Premium spirits and fine wines included
  • Up to $2,000 shipboard credit per suite
  • All dining venues included
  • 15% reduced deposit

Offers: Explore Beyond Event, The Finale Sail

Ports of call and details

From $4,639 per guest based on double occupancy

Veranda Suite, The Finale Sail

Taxes & fees included

Veranda Suite
$4,639
Penthouse Suite
$11,998
Ocean View
Penthouse Spa Suite
Owner's Suite and Above
Request this sailing

Seabourn Ovation · Caribbean

7-Day Yachtsman's Caribbean

Jan 16 to Jan 23, 2027 · 7 nights

Philipsburg, Sint Maarten to Bridgetown, Barbados

  • Premium spirits and fine wines included
  • Up to $2,000 shipboard credit per suite
  • All dining venues included
  • 15% reduced deposit

Offers: Explore Beyond Event

Ports of call and details

From $5,963 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite
$5,963
Penthouse Suite
$10,998
Penthouse Spa Suite
Owner's Suite and Above
Request this sailing

Seabourn Ovation · Caribbean

14-Day Caribbean Gems In Depth

Jan 16 to Jan 30, 2027 · 14 nights

Round trip from Philipsburg, Sint Maarten

  • Premium spirits and fine wines included
  • Up to $2,000 shipboard credit per suite
  • All dining venues included
  • 15% reduced deposit

Offers: Seabourn Combo Savings, Explore Beyond Event, The Finale Sail

Ports of call and details

From $8,719 per guest based on double occupancy

Veranda Suite, The Finale Sail

Taxes & fees included

Veranda Suite
$8,719
Owner's Suite and Above
$23,598
Ocean View
Penthouse Suite
Penthouse Spa Suite
Request this sailing

Seabourn Ovation · Caribbean

7-Day Yachtsman's Caribbean

Jan 30 to Feb 6, 2027 · 7 nights

Philipsburg, Sint Maarten to Bridgetown, Barbados

  • Premium spirits and fine wines included
  • Up to $2,000 shipboard credit per suite
  • All dining venues included
  • 15% reduced deposit

Offers: Explore Beyond Event

Ports of call and details

From $4,698 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite
$4,698
Penthouse Suite
$11,298
Penthouse Spa Suite
$12,313
Owner's Suite and Above
$12,498
Request this sailing

Seabourn Ovation · Caribbean

7-Day Yachtsman's Caribbean

Feb 20 to Feb 27, 2027 · 7 nights

Philipsburg, Sint Maarten to Bridgetown, Barbados

  • Premium spirits and fine wines included
  • Up to $2,000 shipboard credit per suite
  • All dining venues included
  • 15% reduced deposit

Offers: Explore Beyond Event, The Finale Sail

Ports of call and details

From $4,639 per guest based on double occupancy

Veranda Suite, The Finale Sail

Taxes & fees included

Veranda Suite
$4,639
Penthouse Suite
$11,998
Owner's Suite and Above
$13,998
Ocean View
Penthouse Spa Suite
Request this sailing

Seabourn Ovation · Caribbean

14-Day Caribbean Gems In Depth

Feb 20 to Mar 6, 2027 · 14 nights

Round trip from Philipsburg, Sint Maarten

  • Premium spirits and fine wines included
  • Up to $2,000 shipboard credit per suite
  • All dining venues included
  • 15% reduced deposit

Offers: Seabourn Combo Savings, Explore Beyond Event

Ports of call and details

From $10,198 per guest based on double occupancy

Veranda Suite, Seabourn Combo Savings

Taxes & fees included

Veranda Suite
$10,198
Penthouse Suite
$21,898
Penthouse Spa Suite
Owner's Suite and Above
Request this sailing

Seabourn Ovation · Caribbean

7-Day Yachtsman's Caribbean

Mar 6 to Mar 13, 2027 · 7 nights

Philipsburg, Sint Maarten to Bridgetown, Barbados

  • Premium spirits and fine wines included
  • Up to $2,000 shipboard credit per suite
  • All dining venues included
  • 15% reduced deposit

Offers: Explore Beyond Event

Ports of call and details

From $4,898 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite
$4,898
Penthouse Spa Suite
$13,733
Owner's Suite and Above
$16,238
Penthouse Suite
Request this sailing

Seabourn Ovation · Caribbean

14-Day Caribbean Gems In Depth

Mar 6 to Mar 20, 2027 · 14 nights

Round trip from Philipsburg, Sint Maarten

  • Premium spirits and fine wines included
  • Up to $2,000 shipboard credit per suite
  • All dining venues included
  • 15% reduced deposit

Offers: Seabourn Combo Savings, Explore Beyond Event

Ports of call and details

From $9,898 per guest based on double occupancy

Veranda Suite, Seabourn Combo Savings

Taxes & fees included

Veranda Suite
$9,898
Penthouse Suite
$21,298
Penthouse Spa Suite
$23,213
Owner's Suite and Above
$28,533
Request this sailing

Seabourn Ovation · Caribbean

7-Day Yachtsman's Caribbean

Mar 20 to Mar 27, 2027 · 7 nights

Philipsburg, Sint Maarten to Bridgetown, Barbados

  • Premium spirits and fine wines included
  • Up to $2,000 shipboard credit per suite
  • All dining venues included
  • 15% reduced deposit

Offers: Explore Beyond Event

Ports of call and details

From $5,898 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite
$5,898
Penthouse Suite
$11,498
Penthouse Spa Suite
$12,533
Owner's Suite and Above
$13,498
Request this sailing

Seabourn Ovation · Caribbean

19-Day Yachtsman's Caribbean & Atlantic Passage

Mar 20 to Apr 8, 2027 · 19 nights

Philipsburg, Sint Maarten to Lisbon, Portugal

  • Premium spirits and fine wines included
  • Up to $2,000 shipboard credit per suite
  • All dining venues included
  • 15% reduced deposit

Offers: Seabourn Combo Savings, Explore Beyond Event

Ports of call and details

From $10,798 per guest based on double occupancy

Veranda Suite, Seabourn Combo Savings

Taxes & fees included

Veranda Suite
$10,798
Penthouse Suite
$20,798
Owner's Suite and Above
$31,098
Penthouse Spa Suite
Request this sailing

Seabourn Ovation · Caribbean

7-Day Yachtsman's Caribbean

Dec 4 to Dec 11, 2027 · 7 nights

Philipsburg, Sint Maarten to Bridgetown, Barbados

  • Premium spirits and fine wines included
  • Up to $2,000 shipboard credit per suite
  • All dining venues included
  • 15% reduced deposit

Offers: Explore Beyond Event

Ports of call and details

From $4,498 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite
$4,498
Penthouse Suite
$11,998
Penthouse Spa Suite
$13,078
Owner's Suite and Above
$13,498
Request this sailing

Seabourn Ovation · Caribbean

11-Day Yachtsman's Holiday In Aruba, Bonaire & Curacao

Dec 28, 2027 to Jan 8, 2028 · 11 nights

Philipsburg, Sint Maarten to Bridgetown, Barbados

  • Premium spirits and fine wines included
  • Up to $2,000 shipboard credit per suite
  • All dining venues included
  • 15% reduced deposit

Offers: Explore Beyond Event, Ruby Collection

Ports of call and details

From $7,698 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite
$7,698
Penthouse Suite
$13,998
Penthouse Spa Suite
$15,258
Owner's Suite and Above
$17,298
Request this sailing

Seabourn Ovation · Caribbean

7-Day Yachtsman's Caribbean

Jan 22 to Jan 29, 2028 · 7 nights

Philipsburg, Sint Maarten to Bridgetown, Barbados

  • Premium spirits and fine wines included
  • Up to $2,000 shipboard credit per suite
  • All dining venues included
  • 15% reduced deposit

Offers: Explore Beyond Event, Ruby Collection

Ports of call and details

From $5,098 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite
$5,098
Penthouse Suite
$10,598
Penthouse Spa Suite
$11,553
Owner's Suite and Above
$11,998
Request this sailing

Seabourn Ovation · Caribbean

7-Day Yachtsman's Caribbean

Feb 5 to Feb 12, 2028 · 7 nights

Philipsburg, Sint Maarten to Bridgetown, Barbados

  • Premium spirits and fine wines included
  • Up to $2,000 shipboard credit per suite
  • All dining venues included
  • 15% reduced deposit

Offers: Explore Beyond Event, Ruby Collection

Ports of call and details

From $5,598 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite
$5,598
Penthouse Suite
$10,598
Penthouse Spa Suite
$11,553
Owner's Suite and Above
$11,998
Request this sailing

Seabourn Ovation · Caribbean

14-Day Caribbean Yacht Harbors In Depth

Feb 5 to Feb 19, 2028 · 14 nights

Round trip from Philipsburg, Sint Maarten

  • Premium spirits and fine wines included
  • Up to $2,000 shipboard credit per suite
  • All dining venues included
  • 15% reduced deposit

Offers: Seabourn Combo Savings, Explore Beyond Event

Ports of call and details

From $9,898 per guest based on double occupancy

Veranda Suite, Seabourn Combo Savings

Taxes & fees included

Veranda Suite
$9,898
Penthouse Suite
$19,098
Penthouse Spa Suite
$20,818
Owner's Suite and Above
$21,598
Request this sailing

Seabourn Ovation · Caribbean

7-Day Yachtsman's Caribbean

Feb 19 to Feb 26, 2028 · 7 nights

Philipsburg, Sint Maarten to Bridgetown, Barbados

  • Premium spirits and fine wines included
  • Up to $2,000 shipboard credit per suite
  • All dining venues included
  • 15% reduced deposit

Offers: Explore Beyond Event, Ruby Collection

Ports of call and details

From $5,298 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite
$5,298
Penthouse Suite
$10,598
Penthouse Spa Suite
$11,553
Owner's Suite and Above
$11,998
Request this sailing

Seabourn Ovation · Caribbean

14-Day Caribbean Yacht Harbors In Depth

Feb 19 to Mar 4, 2028 · 14 nights

Round trip from Philipsburg, Sint Maarten

  • Premium spirits and fine wines included
  • Up to $2,000 shipboard credit per suite
  • All dining venues included
  • 15% reduced deposit

Offers: Seabourn Combo Savings, Explore Beyond Event

Ports of call and details

From $9,598 per guest based on double occupancy

Veranda Suite, Seabourn Combo Savings

Taxes & fees included

Veranda Suite
$9,598
Penthouse Suite
$19,498
Penthouse Spa Suite
$21,253
Owner's Suite and Above
$21,698
Request this sailing

Seabourn Ovation · Caribbean

7-Day Yachtsman's Caribbean

Mar 4 to Mar 11, 2028 · 7 nights

Philipsburg, Sint Maarten to Bridgetown, Barbados

  • Premium spirits and fine wines included
  • Up to $2,000 shipboard credit per suite
  • All dining venues included
  • 15% reduced deposit

Offers: Explore Beyond Event, Ruby Collection

Ports of call and details

From $4,698 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite
$4,698
Penthouse Suite
$10,998
Penthouse Spa Suite
$11,988
Owner's Suite and Above
$12,098
Request this sailing

Seabourn Ovation · Caribbean

14-Day Caribbean Yacht Harbors In Depth

Mar 4 to Mar 18, 2028 · 14 nights

Round trip from Philipsburg, Sint Maarten

  • Premium spirits and fine wines included
  • Up to $2,000 shipboard credit per suite
  • All dining venues included
  • 15% reduced deposit

Offers: Seabourn Combo Savings, Explore Beyond Event

Ports of call and details

From $9,298 per guest based on double occupancy

Veranda Suite, Seabourn Combo Savings

Taxes & fees included

Veranda Suite
$9,298
Penthouse Suite
$19,798
Penthouse Spa Suite
$21,578
Owner's Suite and Above
$21,798
Request this sailing

Seabourn Ovation · Caribbean

7-Day Yachtsman's Caribbean

Mar 18 to Mar 25, 2028 · 7 nights

Philipsburg, Sint Maarten to Bridgetown, Barbados

  • Premium spirits and fine wines included
  • Up to $2,000 shipboard credit per suite
  • All dining venues included
  • 15% reduced deposit

Offers: Explore Beyond Event, Ruby Collection

Ports of call and details

From $5,798 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite
$5,798
Penthouse Suite
$10,498
Penthouse Spa Suite
$11,443
Owner's Suite and Above
$12,298
Request this sailing

Seabourn Ovation · Transatlantic/Transpacific

19-Day Yacht Harbors & Atlantic Crossing

Mar 18 to Apr 6, 2028 · 19 nights

Philipsburg, Sint Maarten to Lisbon, Portugal

  • Premium spirits and fine wines included
  • Up to $2,000 shipboard credit per suite
  • All dining venues included
  • 15% reduced deposit

Offers: Seabourn Combo Savings, Explore Beyond Event

Ports of call and details

From $11,198 per guest based on double occupancy

Veranda Suite, Seabourn Combo Savings

Taxes & fees included

Veranda Suite
$11,198
Penthouse Suite
$21,398
Penthouse Spa Suite
$23,323
Owner's Suite and Above
$24,998
Request this sailing

Seabourn Ovation · Caribbean

7-Day St. Barts & Caribbean Yacht Harbors

Dec 16 to Dec 23, 2028 · 7 nights

Philipsburg, Sint Maarten to Bridgetown, Barbados

  • Premium spirits and fine wines included
  • Up to $2,000 shipboard credit per suite
  • All dining venues included
  • 15% reduced deposit

Offers: Explore Beyond Event

Ports of call and details

From $4,698 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite
$4,698
Penthouse Suite
$8,798
Penthouse Spa Suite
$9,588
Owner's Suite and Above
$12,098
Request this sailing

Seabourn Ovation · Caribbean

14-Day St. Barts & Boutique Yacht Harbors Holiday

Dec 16 to Dec 30, 2028 · 14 nights

Round trip from Philipsburg, Sint Maarten

  • Premium spirits and fine wines included
  • Up to $2,000 shipboard credit per suite
  • All dining venues included
  • 15% reduced deposit

Offers: Explore Beyond Event

Ports of call and details

From $9,198 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite
$9,198
Penthouse Suite
$15,898
Penthouse Spa Suite
$17,328
Owner's Suite and Above
$21,798
Request this sailing

Seabourn Ovation · Caribbean

7-Day Caribbean Yacht Harbors Holiday

Dec 30, 2028 to Jan 6, 2029 · 7 nights

Philipsburg, Sint Maarten to Bridgetown, Barbados

  • Premium spirits and fine wines included
  • Up to $2,000 shipboard credit per suite
  • All dining venues included
  • 15% reduced deposit

Offers: Explore Beyond Event

Ports of call and details

From $5,498 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite
$5,498
Penthouse Suite
$8,798
Penthouse Spa Suite
$9,588
Owner's Suite and Above
$12,098
Request this sailing

Seabourn Ovation · Caribbean

14-Day Exploring Boutique Yacht Harbors On Holiday

Dec 30, 2028 to Jan 13, 2029 · 14 nights

Round trip from Philipsburg, Sint Maarten

  • Premium spirits and fine wines included
  • Up to $2,000 shipboard credit per suite
  • All dining venues included
  • 15% reduced deposit

Offers: Explore Beyond Event

Ports of call and details

From $9,798 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite
$9,798
Penthouse Suite
$15,898
Penthouse Spa Suite
$17,328
Owner's Suite and Above
$21,798
Request this sailing

Seabourn Ovation · Caribbean

7-Day Exploring Aruba, Bonaire & Curacao

Jan 13 to Jan 20, 2029 · 7 nights

Philipsburg, Sint Maarten to Bridgetown, Barbados

  • Premium spirits and fine wines included
  • Up to $2,000 shipboard credit per suite
  • All dining venues included
  • 15% reduced deposit

Offers: Explore Beyond Event

Ports of call and details

From $5,098 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite
$5,098
Penthouse Suite
$8,798
Owner's Suite and Above
$12,098
Penthouse Spa Suite
Request this sailing

Seabourn Ovation · Caribbean

14-Day Boutique Yacht Harbors & Southern Caribbean Isles

Jan 13 to Jan 27, 2029 · 14 nights

Round trip from Philipsburg, Sint Maarten

  • Premium spirits and fine wines included
  • Up to $2,000 shipboard credit per suite
  • All dining venues included
  • 15% reduced deposit

Offers: Explore Beyond Event

Ports of call and details

From $9,398 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite
$9,398
Penthouse Suite
$15,898
Penthouse Spa Suite
$17,328
Owner's Suite and Above
$21,798
Request this sailing

Seabourn Ovation · Caribbean

7-Day St. Barts & Caribbean Yacht Harbors

Jan 27 to Feb 3, 2029 · 7 nights

Philipsburg, Sint Maarten to Bridgetown, Barbados

  • Premium spirits and fine wines included
  • Up to $2,000 shipboard credit per suite
  • All dining venues included
  • 15% reduced deposit

Offers: Explore Beyond Event

Ports of call and details

From $5,098 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite
$5,098
Penthouse Suite
$8,798
Penthouse Spa Suite
$9,588
Owner's Suite and Above
$12,098
Request this sailing

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Fares are per person, double occupancy.