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Caribbean cruises calling at Philipsburg, St. Maarten

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Showing 271–300 of 426 sailings

Emerald Princess · Caribbean

Southern Caribbean Adventurer

Jan 2 to Jan 16, 2028 · 14 nights

Round trip from San Juan, Puerto Rico

  • 3rd and 4th guests sail free

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

Ports of call and details

Save $1,492 · 57% off

From $1,118$2,610 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $260 taxes & fees

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

Norwegian Bliss · Caribbean

12-Day Caribbean Round-trip New York: Dominican Republic & St. Thomas

Jan 3 to Jan 15, 2028 · 12 nights

Round trip from New York, New York

  • Unlimited open bar
  • 150 minutes of Wi-Fi
  • 4 specialty meals
  • $50 off every shore excursion
Ports of call and details

From $1,419 per person, double occupancy

Inside

+ taxes & fees

Inside
$1,419
Oceanview
$1,719
Balcony
$1,849
Club Balcony Suite
$2,099
The Haven
$6,249
Suite
Request this sailing

Norwegian Pearl · Caribbean

12-Day Caribbean Round-trip Philadelphia: Barbados & Dominican Republic

Jan 3 to Jan 15, 2028 · 12 nights

Round trip from Philadelphia, Pennsylvania

  • Unlimited open bar
  • 150 minutes of Wi-Fi
  • 4 specialty meals
  • $50 off every shore excursion
Ports of call and details

From $899 per person, double occupancy

Inside

+ taxes & fees

Inside
$899
Oceanview
$1,029
Balcony
$1,749
Club Balcony Suite
$1,959
Suite
$3,619
The Haven
$6,019
Request this sailing

Enchanted Princess · Caribbean

Southern Caribbean with Barbados

Jan 4 to Jan 15, 2028 · 11 nights

Round trip from Ft. Lauderdale, Florida

  • 3rd and 4th guests sail free

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

Ports of call and details

Save $1,511 · 62% off

From $934$2,445 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $200 taxes & fees

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

Norwegian Prima · Caribbean

7-Day Caribbean Round-Trip San Juan: Barbados & St. Thomas

Jan 8 to Jan 15, 2028 · 7 nights

Round trip from San Juan, Puerto Rico

  • Unlimited open bar
  • 150 minutes of Wi-Fi
  • 3 specialty meals
  • $50 off every shore excursion
Ports of call and details

From $1,219 per person, double occupancy

Inside

+ taxes & fees

Inside
$1,219
Oceanview
$1,379
Balcony
$1,659
Club Balcony Suite
$2,509
Suite
$3,159
The Haven
$4,709
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

Carnival Firenze · Caribbean

14-Day Southern Caribbean

Jan 9 to Jan 23, 2028 · 14 nights

Round trip from Port Canaveral (Orlando), Florida

Ports of call and details

From $928 per person, double occupancy

Interior

Taxes & fees included

Interior
$928
Ocean View
$1,423
Balcony
$1,943
Suite
Request this sailing

Emerald Princess · Caribbean

Southern Caribbean Adventurer

Jan 9 to Jan 23, 2028 · 14 nights

Round trip from San Juan, Puerto Rico

  • 3rd and 4th guests sail free

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

Ports of call and details

Save $1,552 · 59% off

From $1,058$2,610 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $260 taxes & fees

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

Regal Princess · Caribbean

Eastern Caribbean Adventurer

Jan 9 to Jan 23, 2028 · 14 nights

Round trip from Miami, Florida

  • 3rd and 4th guests sail free

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

Ports of call and details

Save $1,802 · 70% off

From $778$2,580 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $310 taxes & fees

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

Eurodam · Caribbean

10-Day Eastern Caribbean: Windward & Leeward Islands

Jan 12 to Jan 22, 2028 · 10 nights

Round trip from Fort Lauderdale, Florida, US

  • Elite Beverage Package upgrade
  • Premium Wi-Fi upgrade
  • Prepaid crew appreciation
  • Specialty dining
  • +1 more

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 & fees included

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

Emerald Princess · Caribbean

Southern Caribbean with Puerto Rico

Jan 14 to Jan 20, 2028 · 6 nights

Round trip from Barbados

  • 3rd and 4th guests sail free

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

Ports of call and details

From $1,449$1,460 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $130 taxes & fees

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

Norwegian Pearl · Caribbean

12-Day Caribbean Round-trip Philadelphia: San Juan & Dominican Republic

Jan 15 to Jan 27, 2028 · 12 nights

Round trip from Philadelphia, Pennsylvania

  • Unlimited open bar
  • 150 minutes of Wi-Fi
  • 4 specialty meals
  • $50 off every shore excursion
Ports of call and details

From $989 per person, double occupancy

Inside

+ taxes & fees

Inside
$989
Oceanview
$1,219
Balcony
$1,749
Club Balcony Suite
$1,957
Suite
$3,794
The Haven
$6,069
Request this sailing

Norwegian Prima · Caribbean

7-Day Eastern Caribbean from San Juan : Tortola & St. Thomas

Jan 15 to Jan 22, 2028 · 7 nights

Round trip from San Juan, Puerto Rico

  • Unlimited open bar
  • 150 minutes of Wi-Fi
  • 3 specialty meals
  • $50 off every shore excursion
Ports of call and details

From $1,219 per person, double occupancy

Inside

+ taxes & fees

Inside
$1,219
Oceanview
$1,369
Balcony
$1,609
Club Balcony Suite
$2,409
Suite
$3,259
The Haven
$4,659
Request this sailing

Enchanted Princess · Caribbean

Southern Caribbean with St. Lucia

Jan 15 to Jan 25, 2028 · 10 nights

Round trip from Ft. Lauderdale, Florida

  • 3rd and 4th guests sail free

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

Ports of call and details

Save $491 · 35% off

From $924$1,415 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $220 taxes & fees

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

Sun Princess · Caribbean

Eastern/Western Caribbean Adventurer with Celebration Key

Jan 15 to Jan 29, 2028 · 14 nights

Round trip from Ft. Lauderdale, Florida

  • 3rd and 4th guests sail free

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

Ports of call and details

Save $1,801 · 67% off

From $888$2,689 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $430 taxes & fees

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 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

Carnival Celebration · Caribbean

7-Day Eastern Caribbean

Jan 16 to Jan 23, 2028 · 7 nights

Round trip from Miami, Florida

Ports of call and details

From $541 per person, double occupancy

Interior

Taxes & fees included

Interior
$541
Ocean View
$721
Balcony
$851
Suite
$1,481
Request this sailing

Emerald Princess · Caribbean

Southern Caribbean with Barbados and St. Lucia

Jan 16 to Jan 23, 2028 · 7 nights

Round trip from San Juan, Puerto Rico

  • 3rd and 4th guests sail free

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

Ports of call and details

Save $761 · 59% off

From $519$1,280 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $160 taxes & fees

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

Emerald Princess · Caribbean

Southern Caribbean Adventurer

Jan 16 to Jan 30, 2028 · 14 nights

Round trip from San Juan, Puerto Rico

  • 3rd and 4th guests sail free

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

Ports of call and details

Save $1,552 · 60% off

From $1,048$2,600 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $260 taxes & fees

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

Regal Princess · Caribbean

Eastern Caribbean with St. Thomas

Jan 16 to Jan 23, 2028 · 7 nights

Round trip from Miami, Florida

  • 3rd and 4th guests sail free

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

Ports of call and details

Save $931 · 72% off

From $369$1,300 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $200 taxes & fees

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

Regal Princess · Caribbean

Eastern/Western Caribbean Adventurer with Celebration Key

Jan 16 to Jan 30, 2028 · 14 nights

Round trip from Miami, Florida

  • 3rd and 4th guests sail free

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

Ports of call and details

Save $1,772 · 70% off

From $748$2,520 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $390 taxes & fees

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

Norwegian Prima · Caribbean

7-Day Caribbean Round-trip San Juan: Tortola & Barbados

Jan 22 to Jan 29, 2028 · 7 nights

Round trip from San Juan, Puerto Rico

  • Unlimited open bar
  • 150 minutes of Wi-Fi
  • 3 specialty meals
  • $50 off every shore excursion
Ports of call and details

From $1,209 per person, double occupancy

Inside

+ taxes & fees

Inside
$1,209
Oceanview
$1,439
Balcony
$1,659
Club Balcony Suite
$2,459
Suite
$3,409
The Haven
$4,659
Request this sailing

Sun Princess · Caribbean

Eastern Caribbean with St. Thomas

Jan 22 to Jan 29, 2028 · 7 nights

Round trip from Ft. Lauderdale, Florida

  • 3rd and 4th guests sail free

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

Ports of call and details

Save $841 · 67% off

From $419$1,260 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $220 taxes & fees

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

Sun Princess · Caribbean

Eastern Caribbean Adventurer with Celebration Key

Jan 22 to Feb 5, 2028 · 14 nights

Round trip from Ft. Lauderdale, Florida

  • 3rd and 4th guests sail free

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

Ports of call and details

Save $2,141 · 68% off

From $998$3,139 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $410 taxes & fees

Interior
$998$3,139
Oceanview
$1,188$3,480
Balcony
$1,553$4,035
Mini-Suite
$2,613$5,894
Suite
Request this sailing

Seabourn Ovation · Caribbean

7-Day Yachtsman's Caribbean

Jan 22 to Jan 29, 2028 · 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, Ruby Collection

Ports of call and details

From $5,098 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite
$5,098
Penthouse Suite
$10,598
Penthouse Spa Suite
$11,553
Owner's Suite and Above
$11,998
Request this sailing

Carnival Firenze · Caribbean

14-Day Southern Caribbean

Jan 23 to Feb 6, 2028 · 14 nights

Round trip from Port Canaveral (Orlando), Florida

Ports of call and details

From $974 per person, double occupancy

Interior

Taxes & fees included

Interior
$974
Ocean View
$1,469
Balcony
$1,979
Suite
Request this sailing

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Fares are per person, double occupancy.