Skip to content
4Cruises

Join free

Sailings that call at Philipsburg, St. Maarten

Cunard, Holland America Line, Princess Cruises, Seabourn

Filters

Showing 181–210 of 309 sailings

Holland America Line · Eurodam · Caribbean

11-Day Eastern Caribbean Holiday: Windward & Leeward Islands

Dec 22, 2027 to Jan 2, 2028 · 11 nights

Round trip from Fort Lauderdale, Florida, US

Offers: Have It All Early Booking Bonus, Holiday Cruises

Ports of call and details

From $2,109 per person, double occupancy$2,879

Inside, Holiday Cruises

Taxes and fees included

Inside
$2,109$2,879
Ocean View
$2,809$3,579
Verandah
$3,409$4,179
Signature Suite
$5,409$6,179
Neptune Suite
$7,009$7,779
Request this sailing

Holland America Line · Eurodam · Caribbean

21-Day Eastern & Western Caribbean Holiday: Belize & Mexico

Dec 22, 2027 to Jan 12, 2028 · 21 nights

Round trip from Fort Lauderdale, Florida, US

Offers: Have It All Early Booking Bonus, Holiday Cruises

Ports of call and details

From $3,499 per person, double occupancy$4,964

Inside, Holiday Cruises

Taxes and fees included

Inside
$3,499$4,964
Ocean View
$4,359$5,824
Verandah
$5,499$6,964
Signature Suite
$8,539$10,004
Neptune Suite
$11,099$12,564
Request this sailing

Princess Cruises · Star Princess · Caribbean

Southern Caribbean With Martinique & Celebration Key Holiday

Dec 22, 2027 to Jan 5, 2028 · 14 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 $1,299 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $280 taxes, fees and port expenses per person

Interior
$1,299
Oceanview
$2,199$5,960
Balcony
$2,414$7,145
Mini-Suite
$3,774$7,815
Suite
Request this sailing

Cunard · Queen Elizabeth · Caribbean

Caribbean Celebration

Dec 23, 2027 to Jan 6, 2028 · 14 nights

Round trip from Miami, Florida, USA

Offers: Fall Savings Event, 2026 Black Friday Event

Ports of call and details

From $1,819 per person, double occupancy

Britannia Inside

Taxes and fees included

Britannia Inside
$1,819
Britannia Oceanview
$2,219
Britannia Balcony
$2,669
Britannia Club Balcony
$5,599
Princess Grill Suite
$9,099
Queens Grill Suite
$10,999
Request this sailing

Cunard · Queen Elizabeth · Caribbean

Caribbean Celebration

Dec 23, 2027 to Jan 18, 2028 · 26 nights

Miami, Florida, USA to Southampton, England

Offers: Fall Savings Event, 2026 Black Friday Event

Ports of call and details

From $3,179 per person, double occupancy

Britannia Inside

Taxes and fees included

Britannia Inside
$3,179
Britannia Oceanview
$3,759
Britannia Balcony
$4,789
Britannia Club Balcony
$9,919
Princess Grill Suite
$14,999
Queens Grill Suite
$17,949
Request this sailing

Holland America Line · Volendam · Caribbean

12-Day Eastern Caribbean: Barbados, St. Lucia & St. Kitts

Dec 23, 2027 to Jan 4, 2028 · 12 nights

Round trip from Fort Lauderdale, Florida, US

Offers: Have It All Early Booking Bonus, Holiday Cruises

Ports of call and details

From $2,234 per person, double occupancy$3,074

Inside, Holiday Cruises

Taxes and fees included

Inside
$2,234$3,074
Ocean View
$2,634$3,474
Neptune Suite
$8,734$9,574
Request this sailing

Princess Cruises · Enchanted Princess · Caribbean

Southern Caribbean with Barbados Holiday

Dec 24, 2027 to Jan 4, 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 $1,144 per person, double occupancy$2,925

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $230 taxes, fees and port expenses per person

Interior
$1,144$2,925
Oceanview
$1,644$3,914
Balcony
$1,849$3,890
Mini-Suite
$2,344$5,435
Suite
$4,844$8,854
Request this sailing

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean Adventurer Holiday

Dec 26, 2027 to Jan 9, 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 $1,353 per person, double occupancy$3,035

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $260 taxes, fees and port expenses per person

Interior
$1,353$3,035
Oceanview
$1,813$4,115
Balcony
$1,813$5,095
Mini-Suite
$3,533$6,215
Suite
Request this sailing

Princess Cruises · Sun Princess · Caribbean

Southern Caribbean with Martinique Holiday

Dec 28, 2027 to Jan 8, 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 $999 per person, double occupancy$3,350

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $230 taxes, fees and port expenses per person

Interior
$999$3,350
Oceanview
$1,539$3,890
Balcony
$2,249$4,980
Mini-Suite
$3,614$6,015
Suite
Request this sailing

Seabourn · 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

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 and 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

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean with St. Lucia Holiday

Dec 31, 2027 to Jan 7, 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 $1,849 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $140 taxes, fees and port expenses per person

Interior
$1,849
Oceanview
$2,376$2,380
Balcony
$2,424$3,455
Mini-Suite
$4,199
Suite
Request this sailing

Holland America Line · Eurodam · Caribbean

20-Day Western & Eastern Caribbean: Mexico & Leeward Islands

Jan 2, 2028 to Jan 22, 2028 · 20 nights

Round trip from Fort Lauderdale, Florida, US

Offers: Have It All Early Booking Bonus

Ports of call and details

From $4,439 per person, double occupancy

Inside, Have It All Early Booking Bonus

Taxes and fees included

Inside
$4,439
Ocean View
$4,819
Verandah
$5,959
Signature Suite
$8,429
Neptune Suite
$10,519
Request this sailing

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean with Barbados and St. Lucia

Jan 2, 2028 to Jan 9, 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$1,280

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $160 taxes, fees and port expenses per person

Interior
$579$1,280
Balcony
$764$2,065
Oceanview
$849$1,640
Mini-Suite
$1,189$2,580
Suite
$2,949$4,830
Request this sailing

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean Adventurer

Jan 2, 2028 to Jan 16, 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$2,610

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $260 taxes, fees and port expenses per person

Interior
$1,118$2,610
Balcony
$1,513$4,245
Oceanview
$1,648$3,420
Mini-Suite
$2,493$5,275
Suite
Request this sailing

Princess Cruises · Enchanted Princess · Caribbean

Southern Caribbean with Barbados

Jan 4, 2028 to Jan 15, 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 $934 per person, double occupancy$2,445

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $200 taxes, fees and port expenses per person

Interior
$934$2,445
Oceanview
$1,144$3,434
Balcony
$1,369$3,410
Mini-Suite
$2,374$4,865
Suite
$5,524$7,925
Request this sailing

Holland America Line · Zuiderdam · South America

28-Day Legendary Amazon Explorer

Jan 6, 2028 to Feb 3, 2028 · 28 nights

Round trip from Fort Lauderdale, Florida, US

Offers: Have It All Early Booking Bonus, Legendary Voyages: 25 – 59 Days

Ports of call and details

From $8,139 per person, double occupancy

Inside, Have It All Early Booking Bonus

Taxes and fees included

Inside
$8,139
Ocean View
$9,139
Verandah
$13,979
Request this sailing

Seabourn · Seabourn Ovation · Caribbean

14-Day Yacht Harbors & Southern Island Discovery

Jan 8, 2028 to Jan 22, 2028 · 14 nights

Bridgetown, Barbados to Philipsburg, Sint Maarten

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 and 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

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean Adventurer

Jan 9, 2028 to Jan 23, 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 $1,058 per person, double occupancy$2,610

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $260 taxes, fees and port expenses per person

Interior
$1,058$2,610
Balcony
$1,613$4,515
Oceanview
$1,618$3,600
Mini-Suite
$2,873$5,635
Suite
Request this sailing

Princess Cruises · Regal Princess · Caribbean

Eastern Caribbean Adventurer

Jan 9, 2028 to Jan 23, 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 $778 per person, double occupancy$2,580

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $310 taxes, fees and port expenses per person

Interior
$778$2,580
Balcony
$1,203$4,125
Mini-Suite
$2,163$6,595
Oceanview
Suite
Request this sailing

Holland America Line · Eurodam · Caribbean

10-Day Eastern Caribbean: Windward & Leeward Islands

Jan 12, 2028 to Jan 22, 2028 · 10 nights

Round trip from Fort Lauderdale, Florida, US

Offers: Have It All Early Booking Bonus

Ports of call and details

From $2,324 per person, double occupancy

Inside, Have It All Early Booking Bonus

Taxes and fees included

Inside
$2,324
Ocean View
$2,524
Verandah
$3,124
Signature Suite
$4,524
Neptune Suite
$5,624
Request this sailing

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean with Puerto Rico

Jan 14, 2028 to Jan 20, 2028 · 6 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 $1,449 per person, double occupancy$1,460

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $130 taxes, fees and port expenses per person

Interior
$1,449$1,460
Oceanview
$1,970
Balcony
$2,144$2,385
Mini-Suite
$3,439
Suite
Request this sailing

Princess Cruises · Enchanted Princess · Caribbean

Southern Caribbean with St. Lucia

Jan 15, 2028 to Jan 25, 2028 · 10 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 $924 per person, double occupancy$1,415

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $220 taxes, fees and port expenses per person

Interior
$924$1,415
Oceanview
$1,454$2,044
Balcony
$1,579$2,020
Mini-Suite
$1,654$3,115
Suite
$4,404$5,815
Request this sailing

Princess Cruises · Sun Princess · Caribbean

Eastern/Western Caribbean Adventurer with Celebration Key

Jan 15, 2028 to Jan 29, 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 $888 per person, double occupancy$2,689

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $430 taxes, fees and port expenses per person

Interior
$888$2,689
Oceanview
$1,118$3,260
Balcony
$1,383$4,085
Mini-Suite
$2,683$6,034
Suite
Request this sailing

Seabourn · Seabourn Ovation · Caribbean

7-Day Classic Caribbean Yacht Harbors

Jan 15, 2028 to Jan 22, 2028 · 7 nights

Bridgetown, Barbados to Philipsburg, Sint Maarten

Offers: Explore Beyond Event

Ports of call and details

From $4,698 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes and 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 · Seabourn Ovation · Caribbean

14-Day Caribbean Yacht Explorer

Jan 15, 2028 to Jan 29, 2028 · 14 nights

Round trip from Bridgetown, Barbados

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 and 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

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean with Barbados and St. Lucia

Jan 16, 2028 to Jan 23, 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 $519 per person, double occupancy$1,280

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $160 taxes, fees and port expenses per person

Interior
$519$1,280
Oceanview
$819$1,820
Balcony
$864$2,335
Mini-Suite
$1,569$2,940
Suite
$2,899$5,010
Request this sailing

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean Adventurer

Jan 16, 2028 to Jan 30, 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 $1,048 per person, double occupancy$2,600

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $260 taxes, fees and port expenses per person

Interior
$1,048$2,600
Oceanview
$1,488$3,590
Balcony
$1,623$4,505
Mini-Suite
$2,933$5,625
Suite
Request this sailing

Princess Cruises · Regal Princess · Caribbean

Eastern Caribbean with St. Thomas

Jan 16, 2028 to Jan 23, 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 $369 per person, double occupancy$1,300

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $200 taxes, fees and port expenses per person

Interior
$369$1,300
Oceanview
$539$1,569
Balcony
$614$2,085
Mini-Suite
$999$3,230
Suite
$3,839$7,010
Request this sailing

Princess Cruises · Regal Princess · Caribbean

Eastern/Western Caribbean Adventurer with Celebration Key

Jan 16, 2028 to Jan 30, 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 $748 per person, double occupancy$2,520

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $390 taxes, fees and port expenses per person

Interior
$748$2,520
Balcony
$1,163$4,065
Mini-Suite
$1,873$6,355
Suite
$7,063$13,825
Oceanview
Request this sailing

Princess Cruises · Sun Princess · Caribbean

Eastern Caribbean with St. Thomas

Jan 22, 2028 to Jan 29, 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 $419 per person, double occupancy$1,260

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $220 taxes, fees and port expenses per person

Interior
$419$1,260
Oceanview
$579$1,620
Balcony
$864$2,045
Mini-Suite
$1,379$2,740
Suite
Request this sailing

Clear filters

Fares are per person, double occupancy.