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Eastern Caribbean cruises calling at Great Harbour, Jost van Dyke

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Showing 1–30 of 40 sailings

Seabourn Quest · Caribbean

14-Day Leeward Island Jewels

Nov 22 to Dec 6, 2026 · 14 nights

Round trip from Miami, Florida, US

  • 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 $5,599 per guest based on double occupancy

Ocean View, The Finale Sail

Taxes & fees included

Ocean View
$5,599
Veranda Suite
$6,239
Owner's Suite and Above
$19,998
Penthouse Suite
Request this sailing

Seabourn Quest · Caribbean

14-Day Leeward Island Jewels

Dec 6 to Dec 20, 2026 · 14 nights

Round trip from Miami, Florida, US

  • 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 $5,599 per guest based on double occupancy

Ocean View, The Finale Sail

Taxes & fees included

Ocean View
$5,599
Veranda Suite
$6,079
Penthouse Suite
Owner's Suite and Above
Request this sailing

Seabourn Ovation · Caribbean

7-Day Classic Caribbean Yacht Harbors

Dec 19 to Dec 26, 2026 · 7 nights

Bridgetown, Barbados to 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, The Finale Sail

Ports of call and details

From $2,959 per guest based on double occupancy

Veranda Suite, The Finale Sail

Taxes & fees included

Veranda Suite
$2,959
Owner's Suite and Above
$13,498
Ocean View
Penthouse Suite
Penthouse Spa Suite
Request this sailing

Seabourn Ovation · Caribbean

14-Day Exotic Caribbean In Depth

Dec 19, 2026 to Jan 2, 2027 · 14 nights

Round trip from 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 $6,879 per guest based on double occupancy

Veranda Suite, The Finale Sail

Taxes & fees included

Veranda Suite
$6,879
Penthouse Suite
$19,798
Owner's Suite and Above
$28,188
Ocean View
Penthouse Spa Suite
Request this sailing

Seabourn Quest · Caribbean

16-Day Leeward Island Holiday

Dec 20, 2026 to Jan 5, 2027 · 16 nights

Round trip from Miami, Florida, US

  • 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 $10,998 per guest based on double occupancy

Ocean View, Explore Beyond Event

Taxes & fees included

Ocean View
$10,998
Veranda Suite
$11,998
Penthouse Suite
$20,998
Owner's Suite and Above
Request this sailing

Seabourn Ovation · Caribbean

7-Day Classic Caribbean Yacht Harbors

Jan 9 to Jan 16, 2027 · 7 nights

Bridgetown, Barbados to 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 $4,298 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite
$4,298
Penthouse Spa Suite
$10,898
Owner's Suite and Above
$13,498
Penthouse Suite
Request this sailing

Seabourn Ovation · Caribbean

14-Day Exotic Caribbean In Depth

Jan 9 to Jan 23, 2027 · 14 nights

Round trip from 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 $7,599 per guest based on double occupancy

Veranda Suite, The Finale Sail

Taxes & fees included

Veranda Suite
$7,599
Penthouse Suite
$19,998
Owner's Suite and Above
$25,698
Ocean View
Penthouse Spa Suite
Request this sailing

Seabourn Ovation · Caribbean

7-Day Classic Caribbean Yacht Harbors

Jan 23 to Jan 30, 2027 · 7 nights

Bridgetown, Barbados to 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 $6,918 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite
$6,918
Penthouse Spa Suite
$12,533
Owner's Suite and Above
$12,698
Penthouse Suite
Request this sailing

Seabourn Ovation · Caribbean

14-Day Exotic Caribbean In Depth

Jan 23 to Feb 6, 2027 · 14 nights

Round trip from 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 $8,559 per guest based on double occupancy

Veranda Suite, The Finale Sail

Taxes & fees included

Veranda Suite
$8,559
Owner's Suite and Above
$23,998
Ocean View
Penthouse Suite
Penthouse Spa Suite
Request this sailing

Seabourn Ovation · Caribbean

7-Day Classic Caribbean Yacht Harbors

Feb 13 to Feb 20, 2027 · 7 nights

Bridgetown, Barbados to 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, The Finale Sail

Ports of call and details

From $4,079 per guest based on double occupancy

Veranda Suite, The Finale Sail

Taxes & fees included

Veranda Suite
$4,079
Penthouse Suite
$10,998
Penthouse Spa Suite
$11,988
Owner's Suite and Above
$12,998
Ocean View
Request this sailing

Seabourn Ovation · Caribbean

14-Day Exotic Caribbean In Depth

Feb 13 to Feb 27, 2027 · 14 nights

Round trip from 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 $8,319 per guest based on double occupancy

Veranda Suite, The Finale Sail

Taxes & fees included

Veranda Suite
$8,319
Owner's Suite and Above
$31,898
Ocean View
Penthouse Suite
Penthouse Spa Suite
Request this sailing

Seabourn Ovation · Caribbean

7-Day Classic Caribbean Yacht Harbors

Feb 27 to Mar 6, 2027 · 7 nights

Bridgetown, Barbados to 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 $5,498 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite
$5,498
Penthouse Suite
$10,998
Penthouse Spa Suite
$11,988
Owner's Suite and Above
$12,998
Request this sailing

Seabourn Ovation · Caribbean

14-Day Exotic Caribbean In Depth

Feb 27 to Mar 13, 2027 · 14 nights

Round trip from 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

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
$22,498
Penthouse Spa Suite
$24,523
Owner's Suite and Above
$25,698
Request this sailing

Seabourn Ovation · Caribbean

7-Day Classic Caribbean Yacht Harbors

Mar 13 to Mar 20, 2027 · 7 nights

Bridgetown, Barbados to 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 $6,098 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite
$6,098
Penthouse Suite
$10,998
Penthouse Spa Suite
$11,988
Owner's Suite and Above
$13,298
Request this sailing

Seabourn Ovation · Caribbean

14-Day Exotic Caribbean In Depth

Mar 13 to Mar 27, 2027 · 14 nights

Round trip from 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

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
$20,298
Owner's Suite and Above
$24,198
Penthouse Spa Suite
Request this sailing

Seabourn Quest · Caribbean

11-Day Leeward Islands & Dominica Dreams

Nov 23 to Dec 4, 2027 · 11 nights

Round trip from Miami, Florida, US

  • 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 $6,998 per guest based on double occupancy

Ocean View, Explore Beyond Event

Taxes & fees included

Ocean View
$6,998
Veranda Suite
$7,798
Penthouse Suite
$11,098
Owner's Suite and Above
$13,098
Request this sailing

Seabourn Ovation · Caribbean

7-Day Classic Caribbean Yacht Harbors

Nov 27 to Dec 4, 2027 · 7 nights

Bridgetown, Barbados to 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 $4,698 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite
$4,698
Penthouse Suite
$11,998
Owner's Suite and Above
$13,498
Penthouse Spa Suite
Request this sailing

Seabourn Ovation · Caribbean

14-Day Caribbean Yacht Explorer

Nov 27 to Dec 11, 2027 · 14 nights

Round trip from 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

Ports of call and details

From $8,298 per guest based on double occupancy

Veranda Suite, Seabourn Combo Savings

Taxes & fees included

Veranda Suite
$8,298
Penthouse Suite
$21,598
Penthouse Spa Suite
$23,543
Owner's Suite and Above
$24,298
Request this sailing

Seabourn Quest · Caribbean

14-Day Windward & Leeward Islands

Dec 4 to Dec 18, 2027 · 14 nights

Round trip from Miami, Florida, US

  • 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 $7,498 per guest based on double occupancy

Ocean View, Explore Beyond Event

Taxes & fees included

Ocean View
$7,498
Veranda Suite
$8,998
Penthouse Suite
$11,998
Owner's Suite and Above
$14,498
Request this sailing

Seabourn Ovation · Caribbean

10-Day Caribbean Yacht Harbor Holiday

Dec 18 to Dec 28, 2027 · 10 nights

Bridgetown, Barbados to 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 $7,298 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite
$7,298
Penthouse Suite
$11,998
Penthouse Spa Suite
$13,078
Owner's Suite and Above
$15,698
Request this sailing

Seabourn Quest · Caribbean

10-Day Leeward Islands Holiday

Dec 18 to Dec 28, 2027 · 10 nights

Round trip from Miami, Florida, US

  • 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 $7,298 per guest based on double occupancy

Ocean View, Explore Beyond Event

Taxes & fees included

Ocean View
$7,298
Veranda Suite
$7,998
Penthouse Suite
$11,298
Owner's Suite and Above
$13,298
Request this sailing

Seabourn Ovation · Caribbean

7-Day Classic Caribbean Yacht Harbors

Jan 15 to Jan 22, 2028 · 7 nights

Bridgetown, Barbados to 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 $4,698 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite
$4,698
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 Explorer

Jan 15 to Jan 29, 2028 · 14 nights

Round trip from 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

Ports of call and details

From $9,398 per guest based on double occupancy

Veranda Suite, Seabourn Combo Savings

Taxes & fees included

Veranda Suite
$9,398
Penthouse Suite
$20,198
Penthouse Spa Suite
$22,018
Owner's Suite and Above
$22,798
Request this sailing

Seabourn Ovation · Caribbean

7-Day Classic Caribbean Yacht Harbors

Jan 29 to Feb 5, 2028 · 7 nights

Bridgetown, Barbados to 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 $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 Explorer

Jan 29 to Feb 12, 2028 · 14 nights

Round trip from 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

Ports of call and details

From $10,698 per guest based on double occupancy

Veranda Suite, Seabourn Combo Savings

Taxes & fees included

Veranda Suite
$10,698
Penthouse Suite
$20,198
Penthouse Spa Suite
$22,018
Owner's Suite and Above
$22,798
Request this sailing

Seabourn Ovation · Caribbean

7-Day Classic Caribbean Yacht Harbors

Feb 12 to Feb 19, 2028 · 7 nights

Bridgetown, Barbados to 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 $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 Explorer

Feb 12 to Feb 26, 2028 · 14 nights

Round trip from 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

Ports of call and details

From $10,098 per guest based on double occupancy

Veranda Suite, Seabourn Combo Savings

Taxes & fees included

Veranda Suite
$10,098
Penthouse Suite
$20,198
Penthouse Spa Suite
$22,018
Owner's Suite and Above
$22,798
Request this sailing

Seabourn Ovation · Caribbean

7-Day Classic Caribbean Yacht Harbors

Feb 26 to Mar 4, 2028 · 7 nights

Bridgetown, Barbados to 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 $5,298 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite
$5,298
Penthouse Suite
$10,998
Owner's Suite and Above
$12,098
Penthouse Spa Suite
Request this sailing

Seabourn Ovation · Caribbean

14-Day Caribbean Yacht Explorer

Feb 26 to Mar 11, 2028 · 14 nights

Round trip from 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

Ports of call and details

From $9,498 per guest based on double occupancy

Veranda Suite, Seabourn Combo Savings

Taxes & fees included

Veranda Suite
$9,498
Penthouse Suite
$20,898
Penthouse Spa Suite
$22,778
Owner's Suite and Above
$22,998
Request this sailing

Seabourn Ovation · Caribbean

7-Day Classic Caribbean Yacht Harbors

Mar 11 to Mar 18, 2028 · 7 nights

Bridgetown, Barbados to 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 $5,598 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite
$5,598
Penthouse Suite
$10,998
Penthouse Spa Suite
$11,988
Owner's Suite and Above
$12,098
Request this sailing

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Fares are per person, double occupancy.