Eastern Caribbean cruises from Bridgetown, Barbados

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Showing 1–30 of 35 sailings

Seabourn Ovation · Caribbean

7-Day Classic Caribbean Yacht Harbors

Nov 28 to Dec 5, 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 $3,119 per guest based on double occupancy

Veranda Suite, The Finale Sail

Taxes & fees included

Veranda Suite: $3,119
Penthouse Suite: $6,998
Owner's Suite and Above: $10,438
Ocean View
Penthouse Spa Suite

Request this sailing

Seabourn Ovation · Caribbean

14-Day Exotic Caribbean In Depth

Nov 28 to Dec 12, 2026 · 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 $4,959 per guest based on double occupancy

Veranda Suite, The Finale Sail

Taxes & fees included

Veranda Suite: $4,959
Owner's Suite and Above: $15,398
Ocean View
Penthouse Suite
Penthouse Spa Suite

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 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 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 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

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

Seabourn Ovation · Caribbean

14-Day Caribbean Yacht Explorer

Mar 11 to Mar 25, 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 $10,298 per guest based on double occupancy

Veranda Suite, Seabourn Combo Savings

Taxes & fees included

Veranda Suite: $10,298
Penthouse Suite: $19,398
Owner's Suite and Above: $21,998
Penthouse Spa Suite

Request this sailing

Seabourn Ovation · Caribbean

7-Day Boutique Yacht Harbors Of The Caribbean

Dec 9 to Dec 16, 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: $8,798
Penthouse Spa Suite: $9,588
Owner's Suite and Above: $12,098

Request this sailing

Seabourn Ovation · Caribbean

7-Day Boutique Yacht Harbors Of The Caribbean Holiday

Dec 23 to Dec 30, 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 $5,498 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 23, 2028 to Jan 6, 2029 · 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: Explore Beyond Event

Ports of call and details

From $9,898 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite: $9,898
Penthouse Suite: $15,898
Owner's Suite and Above: $21,798
Penthouse Spa Suite

Request this sailing

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Fares are per person, double occupancy.