Southern Caribbean cruises calling at Great Harbour, Jost van Dyke

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28 sailings

Seabourn Ovation · Caribbean

8-Day Southern Caribbean Gems

Nov 20 to Nov 28, 2026 · 8 nights

Miami, Florida, US 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 $3,439 per guest based on double occupancy

Veranda Suite, The Finale Sail

Taxes & fees included

Veranda Suite: $3,439
Ocean View
Penthouse Suite
Penthouse Spa Suite
Owner's Suite and Above

Request this sailing

Seabourn Ovation · Caribbean

15-Day Southern Caribbean In Depth

Nov 20 to Dec 5, 2026 · 15 nights

Miami, Florida, US 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, The Finale Sail

Ports of call and details

From $5,919 per guest based on double occupancy

Veranda Suite, The Finale Sail

Taxes & fees included

Veranda Suite: $5,919
Ocean View
Penthouse Suite
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

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

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 Quest · Caribbean

10-Day Southern Caribbean & St. Barts

Nov 13 to Nov 23, 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 $6,598 per guest based on double occupancy

Ocean View, Explore Beyond Event

Taxes & fees included

Ocean View: $6,598
Veranda Suite: $7,598
Penthouse Suite: $10,998
Owner's Suite and Above: $12,998

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

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 Southern Caribbean & St. Barts Holiday

Dec 28, 2027 to Jan 7, 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, Ruby Collection

Ports of call and details

From $6,598 per guest based on double occupancy

Ocean View, Explore Beyond Event

Taxes & fees included

Ocean View: $6,598
Veranda Suite: $7,598
Penthouse Suite: $10,998
Owner's Suite and Above: $12,998

Request this sailing

Seabourn Ovation · Caribbean

14-Day Yacht Harbors & Southern Island Discovery

Jan 8 to Jan 22, 2028 · 14 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, Ruby Collection

Ports of call and details

From $8,898 per guest based on double occupancy

Veranda Suite, Seabourn Combo Savings

Taxes & fees included

Veranda Suite: $8,898
Penthouse Suite: $19,998
Penthouse Spa Suite: $21,798
Owner's Suite and Above: $22,498

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

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

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

14-Day Boutique Yacht Harbors Of The Caribbean

Dec 9 to Dec 23, 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: Explore Beyond Event

Ports of call and details

From $8,498 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite: $8,498
Penthouse Suite: $15,898
Owner's Suite and Above: $21,798
Penthouse Spa Suite

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 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

Seabourn Quest · Caribbean

10-Day Southern Caribbean & St. Barts Holiday

Dec 28, 2028 to Jan 7, 2029 · 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 $6,998 per guest based on double occupancy

Ocean View, Explore Beyond Event

Taxes & fees included

Ocean View: $6,998
Veranda Suite: $8,998
Penthouse Suite: $12,998
Owner's Suite and Above: $14,998

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

14-Day Boutique Yacht Harbors & Southern Caribbean Isles

Jan 6 to Jan 20, 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 $9,398 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

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

14-Day Boutique Yacht Harbors Of The Caribbean

Jan 20 to Feb 3, 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 $9,398 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

14-Day Southern Caribbean Isles & Boutique Yacht Harbors

Feb 3 to Feb 17, 2029 · 14 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 $9,398 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite: $9,398
Penthouse Suite: $15,898
Owner's Suite and Above: $21,798
Penthouse Spa Suite

Request this sailing

Seabourn Ovation · Caribbean

21-Day Ultimate Caribbean Yacht Harbors

Feb 3 to Feb 24, 2029 · 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: Explore Beyond Event

Ports of call and details

From $14,198 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite: $14,198
Penthouse Suite: $23,798
Owner's Suite and Above: $32,698
Penthouse Spa Suite

Request this sailing

Seabourn Ovation · Caribbean

14-Day Boutique Yacht Harbors Of The Caribbean

Feb 10 to Feb 24, 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 $9,398 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

14-Day St. Barts & Boutique Yacht Harbors

Feb 17 to Mar 3, 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

14-Day Boutique Yacht Harbors Of The Caribbean

Feb 24 to Mar 10, 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 $9,398 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

14-Day St. Barts & Boutique Yacht Harbors

Mar 3 to Mar 17, 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

14-Day Boutique Yacht Harbors Of The Caribbean

Mar 10 to Mar 24, 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 $9,398 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite: $9,398
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.

Destinations

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Southern Caribbean cruises calling at Great Harbour, Jost van Dyke

8-Day Southern Caribbean Gems

15-Day Southern Caribbean In Depth

14-Day Caribbean Gems In Depth

14-Day Caribbean Gems In Depth

14-Day Caribbean Gems In Depth

10-Day Southern Caribbean & St. Barts

17-Day Hidden Yacht Harbor Holiday

21-Day Bonaire, Curacao & Southern Caribbean Holiday

10-Day Southern Caribbean & St. Barts Holiday

14-Day Yacht Harbors & Southern Island Discovery

14-Day Caribbean Yacht Harbors In Depth

14-Day Caribbean Yacht Harbors In Depth

14-Day Caribbean Yacht Harbors In Depth

14-Day Boutique Yacht Harbors Of The Caribbean

14-Day St. Barts & Boutique Yacht Harbors Holiday

10-Day Southern Caribbean Holiday

10-Day Southern Caribbean & St. Barts Holiday

14-Day Exploring Boutique Yacht Harbors On Holiday

14-Day Boutique Yacht Harbors & Southern Caribbean Isles

14-Day Boutique Yacht Harbors & Southern Caribbean Isles

14-Day Boutique Yacht Harbors Of The Caribbean

14-Day Southern Caribbean Isles & Boutique Yacht Harbors

21-Day Ultimate Caribbean Yacht Harbors

14-Day Boutique Yacht Harbors Of The Caribbean

14-Day St. Barts & Boutique Yacht Harbors

14-Day Boutique Yacht Harbors Of The Caribbean

14-Day St. Barts & Boutique Yacht Harbors

14-Day Boutique Yacht Harbors Of The Caribbean