Skip to content
4Vacations
(888) 520-3908 Log in

Join free

Caribbean cruises calling at Philipsburg, St. Maarten

All regionsCaribbeanAlaskaEuropeMediterraneanNorthern EuropeMexicoHawaiiPanama CanalAsiaAustralia & New ZealandSouth AmericaTransatlantic/TranspacificWorld/Grand VoyageOther
Eastern CaribbeanWestern CaribbeanSouthern CaribbeanBahamasBermuda

Filters

Showing 241–270 of 426 sailings

Emerald Princess · Caribbean

Southern Caribbean with St. Lucia

Dec 17, 2027 to Dec 24, 2027 · 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 $1,151 · 44% off

From $1,474$2,625 per person, double occupancy

Balcony, Up to $450 Instant Savings on Caribbean Cruises

+ $140 taxes & fees

Balcony
$1,474$2,625
Interior
$1,483$1,729
Oceanview
$1,586$1,960
Mini-Suite
$2,349$3,010
Suite
Request this sailing

Carnival Magic · Caribbean

8-Day Eastern Caribbean

Dec 18, 2027 to Dec 26, 2027 · 8 nights

Round trip from Miami, Florida

Ports of call and details

From $946 per person, double occupancy

Interior

Taxes & fees included

Interior
$946
Ocean View
$1,196
Balcony
$1,356
Suite
$2,273
Request this sailing

Carnival Vista · Caribbean

8-Day Eastern Caribbean

Dec 18, 2027 to Dec 26, 2027 · 8 nights

Round trip from Port Canaveral (Orlando), Florida

Ports of call and details

From $1,089 per person, double occupancy

Interior

Taxes & fees included

Interior
$1,089
Ocean View
$1,329
Balcony
$1,589
Suite
$2,742
Request this sailing

Norwegian Prima · Caribbean

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

Dec 18, 2027 to Dec 25, 2027 · 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 $1,809 per person, double occupancy

Inside

+ taxes & fees

Inside
$1,809
Oceanview
$1,959
Balcony
$2,159
Club Balcony Suite
$3,119
Suite
$5,059
The Haven
$7,059
Request this sailing

Sun Princess · Caribbean

Southern Caribbean with Martinique & Celebration Key Holiday

Dec 18, 2027 to Dec 28, 2027 · 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 $2,171 · 69% off

From $954$3,125 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $270 taxes & fees

Interior
$954$3,125
Oceanview
$1,264$3,575
Balcony
$1,339$4,590
Mini-Suite
$1,774$5,545
Suite
Request this sailing

Seabourn Ovation · Caribbean

10-Day Caribbean Yacht Harbor Holiday

Dec 18, 2027 to Dec 28, 2027 · 10 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 $7,298 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included

Veranda Suite
$7,298
Penthouse Suite
$11,998
Penthouse Spa Suite
$13,078
Owner's Suite and Above
$15,698
Request this sailing

Seabourn Ovation · Caribbean

21-Day Bonaire, Curacao & Southern Caribbean Holiday

Dec 18, 2027 to Jan 8, 2028 · 21 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 $14,298 per guest based on double occupancy

Veranda Suite, Seabourn Combo Savings

Taxes & fees included

Veranda Suite
$14,298
Penthouse Suite
$24,698
Owner's Suite and Above
$31,398
Penthouse Spa Suite
Request this sailing

Emerald Princess · Caribbean

Southern Caribbean with Barbados and St. Lucia Holiday

Dec 19, 2027 to Dec 26, 2027 · 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 $1,241 · 68% off

From $579$1,820 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $160 taxes & fees

Interior
$579$1,820
Oceanview
$799$2,540
Balcony
$944$3,145
Mini-Suite
$1,899$3,750
Suite
$3,889$6,900
Request this sailing

Emerald Princess · Caribbean

Southern Caribbean Adventurer Holiday

Dec 19, 2027 to Jan 2, 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 $2,222 · 62% off

From $1,353$3,575 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $260 taxes & fees

Interior
$1,353$3,575
Oceanview
$1,763$5,015
Balcony
$1,993$6,175
Mini-Suite
$4,243$7,385
Suite
Request this sailing

Regal Princess · Caribbean

Eastern Caribbean with Tortola Holiday

Dec 19, 2027 to Dec 27, 2027 · 8 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 $1,101 · 59% off

From $769$1,870 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $180 taxes & fees

Interior
$769$1,870
Oceanview
$1,119$2,249
Balcony
$1,194$2,745
Mini-Suite
$1,519$4,430
Suite
$3,719$6,860
Request this sailing

Regal Princess · Caribbean

Eastern Caribbean Adventurer with Celebration Key Holiday

Dec 19, 2027 to Jan 2, 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 $1,242 · 38% off

From $1,993$3,235 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $330 taxes & fees

Interior
$1,993$3,235
Balcony
$2,913$4,665
Mini-Suite
$3,413$7,675
Oceanview
Suite
Request this sailing

Coral Princess · Caribbean

Circle Caribbean Holiday

Dec 20, 2027 to Jan 3, 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 $3,131 · 72% off

From $1,199$4,330 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $240 taxes & fees

Interior
$1,199$4,330
Oceanview
$1,439$5,050
Balcony
$2,064$4,795
Mini-Suite
$2,574$5,825
Suite
$6,134$15,975
Request this sailing

Queen Mary 2 · Caribbean

Caribbean Celebration

Dec 21, 2027 to Jan 3, 2028 · 13 nights

Round trip from New York (Brooklyn), USA

  • Up to $200 onboard credit per stateroom
  • Reduced refundable deposit

Offers: 2026 Black Friday Event

Ports of call and details

From $2,089 per person, double occupancy

Britannia Inside

Taxes & fees included

Britannia Inside
$2,089
Britannia Oceanview
$2,719
Britannia Balcony
$2,719
Britannia Club Balcony
$5,099
Princess Grill Suite
$8,499
Queens Grill Suite
$10,199
Request this sailing

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

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

Offers: Have It All Early Booking Bonus, Holiday Cruises

Ports of call and details

Save $770 · 27% off

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

Inside, Holiday Cruises

Taxes & 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

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

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

Offers: Have It All Early Booking Bonus, Holiday Cruises

Ports of call and details

Save $1,465 · 30% off

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

Inside, Holiday Cruises

Taxes & 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

Norwegian Bliss · Caribbean

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

Dec 22, 2027 to Jan 3, 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 $2,269 per person, double occupancy

Inside

+ taxes & fees

Inside
$2,269
Oceanview
$2,519
Balcony
$2,869
Club Balcony Suite
$3,319
The Haven
$8,569
Suite
Request this sailing

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

  • 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 $1,299 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $280 taxes & fees

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

Queen Elizabeth · Caribbean

Caribbean Celebration

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

Round trip from Miami, Florida, USA

  • Up to $200 onboard credit per stateroom
  • Reduced refundable deposit

Offers: Fall Savings Event, 2026 Black Friday Event

Ports of call and details

From $1,819 per person, double occupancy

Britannia Inside

Taxes & 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

Queen Elizabeth · Caribbean

Caribbean Celebration

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

Miami, Florida, USA to Southampton, England

  • Up to $200 onboard credit per stateroom
  • Reduced refundable deposit

Offers: Fall Savings Event, 2026 Black Friday Event

Ports of call and details

From $3,179 per person, double occupancy

Britannia Inside

Taxes & 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

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

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

Offers: Have It All Early Booking Bonus, Holiday Cruises

Ports of call and details

Save $840 · 27% off

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

Inside, Holiday Cruises

Taxes & fees included

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

Enchanted Princess · Caribbean

Southern Caribbean with Barbados Holiday

Dec 24, 2027 to Jan 4, 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 $1,781 · 61% off

From $1,144$2,925 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $230 taxes & fees

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

Norwegian Prima · Caribbean

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

Dec 25, 2027 to Jan 1, 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 $1,959 per person, double occupancy

Inside

+ taxes & fees

Inside
$1,959
Oceanview
$2,089
Balcony
$2,429
Club Balcony Suite
$3,399
Suite
$5,159
The Haven
$7,159
Request this sailing

Carnival Magic · Caribbean

8-Day Eastern Caribbean

Dec 26, 2027 to Jan 3, 2028 · 8 nights

Round trip from Miami, Florida

Ports of call and details

From $1,160 per person, double occupancy

Interior

Taxes & fees included

Interior
$1,160
Ocean View
$1,390
Balcony
$1,570
Suite
$2,752
Request this sailing

Emerald Princess · Caribbean

Southern Caribbean Adventurer Holiday

Dec 26, 2027 to Jan 9, 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 $1,682 · 55% off

From $1,353$3,035 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $260 taxes & fees

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

Sun Princess · Caribbean

Southern Caribbean with Martinique Holiday

Dec 28, 2027 to Jan 8, 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 $2,351 · 70% off

From $999$3,350 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $230 taxes & fees

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 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

  • 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 $7,698 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & 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

Emerald Princess · Caribbean

Southern Caribbean with St. Lucia Holiday

Dec 31, 2027 to Jan 7, 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

From $1,849 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $140 taxes & fees

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

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

  • 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 $4,439 per person, double occupancy

Inside, Have It All Early Booking Bonus

Taxes & fees included

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

Norwegian Dawn · Caribbean

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

Jan 2, 2028 to Jan 14, 2028 · 12 nights

Round trip from Jacksonville

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

From $1,299 per person, double occupancy

Inside

+ taxes & fees

Inside
$1,299
Oceanview
$1,389
Balcony
$1,899
Club Balcony Suite
$2,509
Suite
$4,809
The Haven
Request this sailing

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

  • 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 · 55% off

From $579$1,280 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $160 taxes & fees

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

Clear filters

Fares are per person, double occupancy.