Seabourn Caribbean cruise deals

105 deals · from $2,639 per person

105 Seabourn Caribbean cruise deals, leaving between Nov 20, 2026 and Mar 17, 2029. The lowest current fare is $2,639 per person (7-Day Yachtsman's Caribbean, Seabourn Ovation, 7 nights, Dec 5, 2026).

Deals: 105
Lowest fare: $2,639 per person
Sail dates: Nov 20, 2026 to Mar 17, 2029
Length: 7 to 53 nights
Ships: 3
Cheapest month: December 2026

Best Seabourn Caribbean deals

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 · gratuities 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

7-Day Caribbean Gems

Dec 12 to Dec 19, 2026 · 7 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, The Finale Sail

Ports of call and details

From $2,879 per guest based on double occupancy

Veranda Suite, The Finale Sail

Taxes & fees included · gratuities included

Veranda Suite: $2,879
Penthouse Suite: $7,698
Owner's Suite and Above: $11,713
Ocean View
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 · gratuities included

Veranda Suite: $2,959
Penthouse Suite: $9,998
Owner's Suite and Above: $13,498
Ocean View
Penthouse Spa Suite

Request this sailing

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 · gratuities included

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

Request this sailing

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 · gratuities included

Veranda Suite: $3,439
Penthouse Spa Suite: $9,808
Ocean View
Penthouse Suite
Owner's Suite and Above

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, The Finale Sail

Ports of call and details

From $3,759 per guest based on double occupancy

Veranda Suite, The Finale Sail

Taxes & fees included · gratuities included

Veranda Suite: $3,759
Penthouse Suite: $11,298
Penthouse Spa Suite: $12,313
Owner's Suite and Above: $12,498
Ocean View

Request this sailing

Seabourn Ovation · Caribbean

7-Day Treasures Of Aruba, Bonaire & Curacao

Jan 2 to Jan 9, 2027 · 7 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 $3,798 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included · gratuities included

Veranda Suite: $3,798
Penthouse Suite: $6,998
Owner's Suite and Above: $8,998
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 · gratuities 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

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 · gratuities 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

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 · gratuities 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

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 · gratuities included

Veranda Suite: $4,639
Ocean View
Penthouse Suite
Penthouse Spa Suite
Owner's Suite and Above

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 · gratuities included

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

Request this sailing

More Seabourn Caribbean deals

7-Day Classic Caribbean Yacht Harbors, Seabourn OvationNov 27, 2027 · from $4,698
7-Day Classic Caribbean Yacht Harbors, Seabourn OvationJan 15, 2028 · from $4,698
7-Day Yachtsman's Caribbean, Seabourn OvationMar 4, 2028 · from $4,698
7-Day Boutique Yacht Harbors Of The Caribbean, Seabourn OvationDec 9, 2028 · from $4,698
7-Day St. Barts & Caribbean Yacht Harbors, Seabourn OvationDec 16, 2028 · from $4,698
14-Day Yachtsman's Caribbean In Depth, Seabourn OvationDec 5, 2026 · from $4,719
7-Day Caribbean Gems, Seabourn OvationFeb 6, 2027 · from $4,719
8-Day Southern Caribbean Yacht Harbors, Seabourn VentureOct 1, 2027 · from $4,798
7-Day Yachtsman's Caribbean, Seabourn OvationMar 6, 2027 · from $4,898
14-Day Exotic Caribbean In Depth, Seabourn OvationNov 28, 2026 · from $4,959
8-Day Exploring The Isles Of The Lesser Antilles, Seabourn VentureOct 2, 2028 · from $4,998
8-Day Caribbean Yachting & Caviar In The Surf, Seabourn QuestNov 10, 2028 · from $4,998
7-Day Yacht Harbors Of Bonaire & Curacao, Seabourn OvationDec 11, 2027 · from $5,098
7-Day Yacht Harbors Of The Abc Islands, Seabourn OvationJan 8, 2028 · from $5,098
7-Day Yachtsman's Caribbean, Seabourn OvationJan 22, 2028 · from $5,098
7-Day Exploring Aruba, Bonaire & Curacao, Seabourn OvationJan 13, 2029 · from $5,098
7-Day St. Barts & Caribbean Yacht Harbors, Seabourn OvationJan 27, 2029 · from $5,098
7-Day Boutique Yacht Harbors Of The Caribbean, Seabourn OvationFeb 10, 2029 · from $5,098
7-Day Boutique Yacht Harbors Of The Caribbean, Seabourn OvationFeb 24, 2029 · from $5,098
7-Day Boutique Yacht Harbors Of The Caribbean, Seabourn OvationMar 10, 2029 · from $5,098
7-Day Classic Caribbean Yacht Harbors, Seabourn OvationFeb 12, 2028 · from $5,298
7-Day Yachtsman's Caribbean, Seabourn OvationFeb 19, 2028 · from $5,298
7-Day Classic Caribbean Yacht Harbors, Seabourn OvationFeb 26, 2028 · from $5,298
7-Day Boutique Yacht Harbors Of The Caribbean, Seabourn OvationJan 6, 2029 · from $5,298
7-Day Boutique Yacht Harbors Of The Caribbean, Seabourn OvationJan 20, 2029 · from $5,298
7-Day Yacht Harbors Of The Abc Islands, Seabourn OvationFeb 3, 2029 · from $5,298
7-Day St. Barts & Caribbean Yacht Harbors, Seabourn OvationMar 3, 2029 · from $5,298
7-Day St. Barts & Caribbean Yacht Harbors, Seabourn OvationMar 17, 2029 · from $5,298
7-Day Classic Caribbean Yacht Harbors, Seabourn OvationFeb 27, 2027 · from $5,498
7-Day Boutique Yacht Harbors Of The Caribbean Holiday, Seabourn OvationDec 23, 2028 · from $5,498
7-Day Caribbean Yacht Harbors Holiday, Seabourn OvationDec 30, 2028 · from $5,498
7-Day Yachtsman's Caribbean, Seabourn OvationJan 16, 2027 · from $5,598
7-Day Classic Caribbean Yacht Harbors, Seabourn OvationJan 29, 2028 · from $5,598
7-Day Yachtsman's Caribbean, Seabourn OvationFeb 5, 2028 · from $5,598
7-Day Classic Caribbean Yacht Harbors, Seabourn OvationMar 11, 2028 · from $5,598
14-Day Leeward Island Jewels, Seabourn QuestNov 22, 2026 · from $5,599

See all 105 Seabourn Caribbean deals

Fares are per person, double occupancy.

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Questions about Seabourn Caribbean

How much do Seabourn Caribbean cruise deals cost?

The lowest current fare is $2,639 per person (7-Day Yachtsman's Caribbean, Seabourn Ovation, 7 nights, Dec 5, 2026). Fares are per person, double occupancy, and change often.

When is the cheapest time to take Seabourn Caribbean cruise deals?

Among the sailings with a current fare, December 2026 has the lowest fare per night: $4,719 for 14 nights, about $337 a night.

Which cruise lines offer Seabourn Caribbean cruise deals?

Seabourn (105 sailings).

Where do Seabourn Caribbean cruise deals leave from?

The most common departure ports are Bridgetown, Barbados (53), Philipsburg, St. Maarten (33), Miami (13), Reykjavik (4) and Halifax (2).

How long are Seabourn Caribbean cruise deals?

Sailings run from 7 to 53 nights; 7 nights is the most common length.

What comes with the fare?

The cruise lines publish these extras on some of these sailings: 15% reduced deposit (105 sailings), All dining venues included (105 sailings), Premium spirits and fine wines included (105 sailings) and Up to $2,000 shipboard credit per suite (105 sailings). Each sailing page lists exactly what comes with its fare, plus taxes and fees.

How do I book, and how current are the prices?

Send a request and an advisor confirms the current fare and availability and books it for you. You do not pay on the website. Prices are read from the supplier and shown only while they are less than 14 days old, so a price on this page is never older than that. The final price is confirmed when you book.