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Caribbean cruises calling at Road Bay

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10 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 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 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

17-Day Hidden Yacht Harbor Holiday

Dec 11 to Dec 28, 2027 · 17 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: 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
$21,298
Penthouse Spa Suite
$23,213
Owner's Suite and Above
$25,998
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 Ovation · Caribbean

21-Day Bonaire, Curacao & Southern Caribbean Holiday

Dec 18, 2027 to Jan 8, 2028 · 21 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 $14,298 per guest based on double occupancy

Veranda Suite, Seabourn Combo Savings

Taxes & fees included

Veranda Suite
$14,298
Penthouse Suite
$24,698
Owner's Suite and Above
$31,398
Penthouse Spa Suite
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

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 Quest · Caribbean

10-Day Southern Caribbean Holiday

Dec 18 to Dec 28, 2028 · 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
$8,098
Penthouse Suite
$13,998
Owner's Suite and Above
$20,298
Request this sailing

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Fares are per person, double occupancy.