Skip to content
4Vacations

Join free

Caribbean cruises calling at Philipsburg, St. Maarten

Filters

Showing 331–360 of 483 sailings

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

Emerald Princess · Caribbean

Southern Caribbean Adventurer

Jan 23 to Feb 6, 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 $1,612 · 60% off

From $1,078$2,690 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $260 taxes & fees

Interior
$1,078$2,690
Oceanview
$1,398$3,590
Balcony
$1,703$4,235
Mini-Suite
$2,533$5,535
Suite
Request this sailing

Enchanted Princess · Caribbean

Southern Caribbean with Barbados

Jan 25 to Feb 5, 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 $681 · 39% off

From $1,044$1,725 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $200 taxes & fees

Interior
$1,044$1,725
Oceanview
$1,474$2,534
Balcony
$1,699$2,510
Mini-Suite
$2,474$3,965
Suite
$5,524$6,575
Request this sailing

Norwegian Bliss · Caribbean

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

Jan 26 to Feb 7, 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 $1,529 per person, double occupancy

Inside

+ taxes & fees

Inside
$1,529
Oceanview
$1,719
Balcony
$1,979
Club Balcony Suite
$2,209
The Haven
$6,149
Suite
Request this sailing

Norwegian Pearl · Caribbean

11-Day Caribbean Round-trip Philadelphia: Puerto Rico & Dominican Republic

Jan 27 to Feb 7, 2028 · 11 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 $1,029 per person, double occupancy

Inside

+ taxes & fees

Inside
$1,029
Oceanview
$1,289
Balcony
$1,799
Club Balcony Suite
$2,019
Suite
$3,659
The Haven
$5,709
Request this sailing

Regent Seven Seas CruisesSeven Seas Prestige · Caribbean

Vibrant Island Culture: Miami round trip

Jan 27 to Feb 5, 2028 · 9 nights

Round trip from Miami, Florida

  • Unlimited beverages, fine wines and cocktails
  • Unlimited Wi-Fi
  • Pre-paid gratuities
  • All specialty restaurants included
  • +1 more

Offers: Bonus Savings of up to $2,500 per person

Ports of call and details

Save $11,949 · 63% off

From $6,949$18,898 per person, double occupancy, all-inclusive fare; air not included

Deluxe Veranda Suite G

Deluxe Veranda Suite G
$6,949$18,898
Serenity Suite F2
$7,199$19,398
Serenity Suite F1
$7,399$19,798
Concierge Suite E
$7,799$20,598
Concierge Suite D
$7,949$20,898
Penthouse Suite C
$9,499$23,998
Penthouse Suite B
$9,799$24,598
Penthouse Suite A
$9,999$24,998
Horizon Penthouse HP
$10,249$25,498
Seven Seas Suite SS
$13,599$32,198
Prestige Suite PS
$15,099$35,198
Grand Suite GS
$15,499$35,998
Grand Loft Suite LS
$16,099$37,198
Signature Suite SG
$22,049$49,098
Skyview Sola Suite SKC
$23,599$52,198
Skyview Luna Suite SKB
$30,899$66,798
Skyview Regent Suite RS
$112,499$229,998
Deluxe Veranda Suite H
Skyview Aura Suite SKA
Request this sailing

Emerald Princess · Caribbean

Southern Caribbean with St. Lucia

Jan 28 to Feb 4, 2028 · 7 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

Save $71 · 5% off

From $1,499$1,570 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $140 taxes & fees

Interior
$1,499$1,570
Oceanview
$2,010
Balcony
$2,504$2,625
Mini-Suite
$2,799$2,870
Suite
Request this sailing

Seabourn Ovation · Caribbean

7-Day Classic Caribbean Yacht Harbors

Jan 29 to Feb 5, 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 $5,598 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & 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 Ovation · Caribbean

14-Day Caribbean Yacht Explorer

Jan 29 to Feb 12, 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 $10,698 per guest based on double occupancy

Veranda Suite, Seabourn Combo Savings

Taxes & fees included

Veranda Suite
$10,698
Penthouse Suite
$20,198
Penthouse Spa Suite
$22,018
Owner's Suite and Above
$22,798
Request this sailing

Emerald Princess · Caribbean

Southern Caribbean with Barbados and St. Lucia

Jan 30 to Feb 6, 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 $821 · 60% off

From $549$1,370 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $160 taxes & fees

Interior
$549$1,370
Oceanview
$729$1,820
Balcony
$944$2,065
Mini-Suite
$1,169$2,850
Suite
$2,889$5,010
Request this sailing

Emerald Princess · Caribbean

Southern Caribbean Adventurer

Jan 30 to Feb 13, 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 $1,702 · 61% off

From $1,088$2,790 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $260 taxes & fees

Interior
$1,088$2,790
Oceanview
$1,728$3,780
Balcony
$1,833$4,515
Mini-Suite
$2,743$5,905
Suite
Request this sailing

Regal Princess · Caribbean

Eastern Caribbean Adventurer

Jan 30 to Feb 13, 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 $1,692 · 63% off

From $978$2,670 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $311 taxes & fees

Interior
$978$2,670
Balcony
$1,293$4,215
Mini-Suite
$2,163$6,505
Suite
$8,283$14,065
Oceanview
Request this sailing

Norwegian Prima · Caribbean

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

Feb 5 to Feb 12, 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 $1,189 per person, double occupancy

Inside

+ taxes & fees

Inside
$1,189
Oceanview
$1,339
Balcony
$1,639
Club Balcony Suite
$2,439
Suite
$3,159
The Haven
$4,809
Request this sailing

Enchanted Princess · Caribbean

Southern Caribbean with St. Lucia

Feb 5 to Feb 15, 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 $351 · 25% off

From $1,064$1,415 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $220 taxes & fees

Interior
$1,064$1,415
Oceanview
$1,754$2,404
Balcony
$1,879$2,380
Mini-Suite
$2,204$3,655
Suite
$4,824$6,734
Request this sailing

Sun Princess · Caribbean

Eastern/Western Caribbean Adventurer with Celebration Key

Feb 5 to Feb 19, 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 $1,961 · 62% off

From $1,198$3,159 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $441 taxes & fees

Interior
$1,198$3,159
Oceanview
$1,338$3,640
Balcony
$1,683$4,375
Mini-Suite
$2,933$6,554
Suite
Request this sailing

Seabourn Ovation · Caribbean

7-Day Yachtsman's Caribbean

Feb 5 to Feb 12, 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 $5,598 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & 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 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

Carnival Firenze · Caribbean

14-Day Southern Caribbean

Feb 6 to Feb 20, 2028 · 14 nights

Round trip from Port Canaveral (Orlando), Florida

Ports of call and details

From $1,006 per person, double occupancy

Interior

Taxes & fees included

Interior
$1,006
Ocean View
$1,521
Balcony
$2,051
Suite
Request this sailing

Emerald Princess · Caribbean

Southern Caribbean Adventurer

Feb 6 to Feb 20, 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 $1,672 · 60% off

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

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $260 taxes & fees

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

Regal Princess · Caribbean

Eastern Caribbean with St. Thomas

Feb 6 to Feb 13, 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 $701 · 54% off

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

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $211 taxes & fees

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

Regal Princess · Caribbean

Eastern/Western Caribbean Adventurer with Celebration Key

Feb 6 to Feb 20, 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 $1,412 · 56% off

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

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $401 taxes & fees

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

Norwegian Bliss · Caribbean

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

Feb 7 to Feb 19, 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 $1,589 per person, double occupancy

Inside

+ taxes & fees

Inside
$1,589
Oceanview
$1,789
Balcony
$2,049
Club Balcony Suite
$2,209
The Haven
$6,249
Suite
Request this sailing

Norwegian Pearl · Caribbean

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

Feb 7 to Feb 18, 2028 · 11 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 $1,059 per person, double occupancy

Inside

+ taxes & fees

Inside
$1,059
Oceanview
$1,259
Balcony
$2,009
Club Balcony Suite
$2,399
Suite
$3,659
The Haven
$5,709
Request this sailing

Oceania CruisesOceania Marina · Caribbean

Paradise At Sea: Miami round trip

Feb 7 to Feb 17, 2028 · 10 nights

Round trip from Miami, Florida

  • Specialty coffees, sodas, juices and water
  • Wi-Fi throughout the ship
  • Shipboard gratuities included
  • Specialty restaurants included
  • +1 more

Offers: Your World Included

Ports of call and details

Save $3,599 · 50% off

From $3,599$7,198 per guest, double occupancy; air not included

Inside Stateroom (F)

Inside Stateroom (F)
$3,599$7,198
Deluxe Ocean View
$4,099$8,198
Veranda Stateroom (B4)
$4,599$9,198
Veranda Stateroom (B3)
$4,749$9,498
Veranda Stateroom (B2)
$4,799$9,598
Veranda Stateroom (B1)
$4,849$9,698
Concierge Level Veranda (A4)
$4,899$9,798
Concierge Level Veranda (A3)
$4,949$9,898
Concierge Level Veranda (A2)
$4,999$9,998
Concierge Level Veranda (A1)
$5,199$10,398
Penthouse Suite (PH3)
$6,699$13,398
Penthouse Suite (PH2)
$6,849$13,698
Penthouse Suite (PH1)
$6,999$13,998
Oceania Suite
$11,699$23,398
Vista Suite
$12,249$24,498
Owner’s Suite
$16,999$33,998
Inside Stateroom (G)
Request this sailing

Emerald Princess · Caribbean

Southern Caribbean with St. Lucia

Feb 11 to Feb 18, 2028 · 7 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

Save $231 · 15% off

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

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $140 taxes & fees

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

Clear filters

Fares are per person, double occupancy.