Skip to content
4Cruises

Join free

Caribbean cruises

Cunard, Holland America Line, Princess Cruises, Seabourn

Filters

Showing 541–570 of 686 sailings

Seabourn · Seabourn Ovation · Caribbean

7-Day Yachtsman's Caribbean

Feb 5, 2028 to Feb 12, 2028 · 7 nights

Philipsburg, Sint Maarten to Bridgetown, Barbados

Offers: Explore Beyond Event, Ruby Collection

Ports of call and details

From $5,598 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes and 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 · Seabourn Ovation · Caribbean

14-Day Caribbean Yacht Harbors In Depth

Feb 5, 2028 to Feb 19, 2028 · 14 nights

Round trip from Philipsburg, Sint Maarten

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 and 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

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean with Barbados and Tortola

Feb 6, 2028 to Feb 13, 2028 · 7 nights

Round trip from San Juan, Puerto Rico

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $539 per person, double occupancy$1,420

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $130 taxes, fees and port expenses per person

Interior
$539$1,420
Balcony
$914$2,475
Oceanview
$999$1,960
Mini-Suite
$1,599$3,080
Suite
$2,899$5,150
Request this sailing

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean Adventurer

Feb 6, 2028 to Feb 20, 2028 · 14 nights

Round trip from San Juan, Puerto Rico

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $1,118 per person, double occupancy$2,790

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $260 taxes, fees and port expenses per person

Interior
$1,118$2,790
Balcony
$2,013$4,695
Oceanview
$2,018$3,780
Mini-Suite
$3,493$5,995
Suite
Request this sailing

Princess Cruises · Regal Princess · Caribbean

Eastern Caribbean with St. Thomas

Feb 6, 2028 to Feb 13, 2028 · 7 nights

Round trip from Miami, Florida

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $599 per person, double occupancy$1,300

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $211 taxes, fees and port expenses per person

Interior
$599$1,300
Balcony
$704$2,085
Mini-Suite
$1,309$3,549
Suite
$4,619$7,299
Oceanview
Request this sailing

Princess Cruises · Regal Princess · Caribbean

Eastern/Western Caribbean Adventurer with Celebration Key

Feb 6, 2028 to Feb 20, 2028 · 14 nights

Round trip from Miami, Florida

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $1,108 per person, double occupancy$2,520

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $401 taxes, fees and port expenses per person

Interior
$1,108$2,520
Balcony
$1,293$4,065
Mini-Suite
$1,943$6,355
Suite
$7,843$13,825
Oceanview
Request this sailing

Princess Cruises · Sky Princess · Caribbean

Eastern Caribbean with St. Kitts

Feb 6, 2028 to Feb 13, 2028 · 7 nights

Round trip from Ft. Lauderdale, Florida

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $389 per person, double occupancy$970

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $180 taxes, fees and port expenses per person

Interior
$389$970
Oceanview
$569$1,689
Balcony
$634$1,665
Mini-Suite
$969$2,450
Suite
$3,059$5,029
Request this sailing

Princess Cruises · Star Princess · Caribbean

Eastern Caribbean With Puerto Rico & Celebration Key

Feb 6, 2028 to Feb 13, 2028 · 7 nights

Round trip from Port Canaveral (Orlando), Florida

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $369 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $220 taxes, fees and port expenses per person

Interior
$369
Oceanview
$499$1,890
Balcony
$704$2,585
Mini-Suite
$899$2,920
Suite
Request this sailing

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean with St. Lucia

Feb 11, 2028 to Feb 18, 2028 · 7 nights

Round trip from Barbados

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $1,339 per person, double occupancy$1,570

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $140 taxes, fees and port expenses per person

Interior
$1,339$1,570
Oceanview
$2,231
Balcony
$2,854
Mini-Suite
$4,099
Suite
Request this sailing

Holland America Line · Eurodam · Caribbean

21-Day Eastern & Southern Caribbean: ABC Islands

Feb 12, 2028 to Mar 4, 2028 · 21 nights

Round trip from Fort Lauderdale, Florida, US

Offers: Have It All Early Booking Bonus

Ports of call and details

From $4,809 per person, double occupancy

Inside, Have It All Early Booking Bonus

Taxes and fees included

Inside
$4,809
Ocean View
$5,279
Verandah
$6,609
Signature Suite
$9,079
Neptune Suite
$11,929
Request this sailing

Holland America Line · Rotterdam · Caribbean

7-Day Eastern Caribbean: Amber Cove & Bahamas

Feb 12, 2028 to Feb 19, 2028 · 7 nights

Round trip from Fort Lauderdale, Florida, US

Offers: Have It All Early Booking Bonus

Ports of call and details

From $1,694 per person, double occupancy

Inside, Have It All Early Booking Bonus

Taxes and fees included

Inside
$1,694
Ocean View
$1,944
Verandah
$2,094
Signature Suite
$4,094
Neptune Suite
$4,594
Request this sailing

Holland America Line · Rotterdam · Caribbean

14-Day Eastern Caribbean: Bahamas & San Juan

Feb 12, 2028 to Feb 26, 2028 · 14 nights

Round trip from Fort Lauderdale, Florida, US

Offers: Have It All Early Booking Bonus

Ports of call and details

From $3,344 per person, double occupancy

Inside, Have It All Early Booking Bonus

Taxes and fees included

Inside
$3,344
Ocean View
$3,814
Verandah
$4,104
Signature Suite
$7,994
Neptune Suite
$8,944
Request this sailing

Princess Cruises · Sun Princess · Caribbean

Eastern Caribbean with St. Thomas

Feb 12, 2028 to Feb 19, 2028 · 7 nights

Round trip from Ft. Lauderdale, Florida

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $549 per person, double occupancy$1,460

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $221 taxes, fees and port expenses per person

Interior
$549$1,460
Oceanview
$739$1,910
Balcony
$944$2,155
Mini-Suite
$1,489$2,940
Suite
Request this sailing

Seabourn · Seabourn Ovation · Caribbean

7-Day Classic Caribbean Yacht Harbors

Feb 12, 2028 to Feb 19, 2028 · 7 nights

Bridgetown, Barbados to Philipsburg, Sint Maarten

Offers: Explore Beyond Event

Ports of call and details

From $5,298 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes and 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 · Seabourn Ovation · Caribbean

14-Day Caribbean Yacht Explorer

Feb 12, 2028 to Feb 26, 2028 · 14 nights

Round trip from Bridgetown, Barbados

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 and 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

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean with Barbados and St. Lucia

Feb 13, 2028 to Feb 20, 2028 · 7 nights

Round trip from San Juan, Puerto Rico

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $579 per person, double occupancy$1,370

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $160 taxes, fees and port expenses per person

Interior
$579$1,370
Oceanview
$1,019$1,820
Balcony
$1,124$2,245
Mini-Suite
$1,919$2,940
Suite
$3,059$5,010
Request this sailing

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean Adventurer

Feb 13, 2028 to Feb 27, 2028 · 14 nights

Round trip from San Juan, Puerto Rico

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $1,248 per person, double occupancy$2,780

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $260 taxes, fees and port expenses per person

Interior
$1,248$2,780
Oceanview
$2,038$3,680
Balcony
$2,083$4,605
Mini-Suite
$3,713$6,254
Suite
Request this sailing

Princess Cruises · Regal Princess · Caribbean

Western Caribbean with Mexico & Celebration Key

Feb 13, 2028 to Feb 20, 2028 · 7 nights

Round trip from Miami, Florida

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $509 per person, double occupancy$1,230

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $240 taxes, fees and port expenses per person

Interior
$509$1,230
Oceanview
$569$1,479
Balcony
$614$2,015
Mini-Suite
$819$3,160
Suite
$3,549$6,850
Request this sailing

Princess Cruises · Regal Princess · Caribbean

Eastern/Western Caribbean Adventurer with Celebration Key

Feb 13, 2028 to Feb 27, 2028 · 14 nights

Round trip from Miami, Florida

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $1,188 per person, double occupancy$2,400

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $410 taxes, fees and port expenses per person

Interior
$1,188$2,400
Balcony
$1,433$3,855
Mini-Suite
$1,783$6,145
Suite
$7,193$13,525
Oceanview
Request this sailing

Princess Cruises · Sky Princess · Caribbean

Eastern Caribbean with Puerto Rico

Feb 13, 2028 to Feb 20, 2028 · 7 nights

Round trip from Ft. Lauderdale, Florida

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $438 per person, double occupancy$1,210

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $261 taxes, fees and port expenses per person

Interior
$438$1,210
Oceanview
$868$1,929
Balcony
$963$1,905
Mini-Suite
$1,138$2,690
Suite
$2,738$5,279
Request this sailing

Princess Cruises · Sky Princess · Caribbean

Eastern/Western Caribbean Adventurer

Feb 13, 2028 to Feb 27, 2028 · 14 nights

Round trip from Ft. Lauderdale, Florida

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $787 per person, double occupancy$2,200

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $481 taxes, fees and port expenses per person

Interior
$787$2,200
Oceanview
$1,497$3,819
Balcony
$1,742$4,084
Mini-Suite
$2,342$5,315
Suite
Request this sailing

Princess Cruises · Star Princess · Caribbean

Eastern Caribbean With Puerto Rico & Celebration Key

Feb 13, 2028 to Feb 20, 2028 · 7 nights

Round trip from Port Canaveral (Orlando), Florida

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $499 per person, double occupancy$1,440

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $220 taxes, fees and port expenses per person

Interior
$499$1,440
Oceanview
$549$1,800
Balcony
$624$2,495
Mini-Suite
$929$2,830
Suite
Request this sailing

Princess Cruises · Enchanted Princess · Caribbean

Southern Caribbean with Barbados

Feb 15, 2028 to Feb 26, 2028 · 11 nights

Round trip from Ft. Lauderdale, Florida

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $1,424 per person, double occupancy$2,985

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $200 taxes, fees and port expenses per person

Interior
$1,424$2,985
Oceanview
$2,074$3,614
Balcony
$2,349$3,590
Mini-Suite
$2,804$4,775
Suite
$4,424$8,354
Request this sailing

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean with Tortola

Feb 18, 2028 to Feb 25, 2028 · 7 nights

Round trip from Barbados

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $1,509 per person, double occupancy$1,590

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $120 taxes, fees and port expenses per person

Interior
$1,509$1,590
Oceanview
$2,281
Balcony
$2,824
Mini-Suite
$3,929
Suite
Request this sailing

Holland America Line · Rotterdam · Caribbean

14-Day Eastern Caribbean: San Juan & Bahamas

Feb 19, 2028 to Mar 4, 2028 · 14 nights

Round trip from Fort Lauderdale, Florida, US

Offers: Have It All Early Booking Bonus

Ports of call and details

From $3,394 per person, double occupancy

Inside, Have It All Early Booking Bonus

Taxes and fees included

Inside
$3,394
Ocean View
$3,814
Verandah
$4,104
Signature Suite
$7,994
Neptune Suite
$8,944
Request this sailing

Seabourn · Seabourn Ovation · Caribbean

7-Day Yachtsman's Caribbean

Feb 19, 2028 to Feb 26, 2028 · 7 nights

Philipsburg, Sint Maarten to Bridgetown, Barbados

Offers: Explore Beyond Event, Ruby Collection

Ports of call and details

From $5,298 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes and 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 · Seabourn Ovation · Caribbean

14-Day Caribbean Yacht Harbors In Depth

Feb 19, 2028 to Mar 4, 2028 · 14 nights

Round trip from Philipsburg, Sint Maarten

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 and 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

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean with Barbados and Tortola

Feb 20, 2028 to Feb 27, 2028 · 7 nights

Round trip from San Juan, Puerto Rico

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $669 per person, double occupancy$1,410

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $140 taxes, fees and port expenses per person

Interior
$669$1,410
Balcony
$984$2,385
Oceanview
$1,019$1,860
Mini-Suite
$1,599$2,980
Suite
$2,959$5,050
Request this sailing

Clear filters

Fares are per person, double occupancy.