Skip to content
4Vacations

Join free

Sailings that call at Philipsburg, St. Maarten

Filters

Showing 211–240 of 410 sailings

Norwegian Bliss · Caribbean

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

Dec 10 to Dec 22, 2027 · 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 $1,219 per person, double occupancy

Inside

+ taxes & fees

Inside
$1,219
Oceanview
$1,419
Balcony
$1,849
Club Balcony Suite
$2,119
The Haven
$6,569
Suite
Request this sailing

Norwegian Epic · Caribbean

10-Day Caribbean from Orlando (Port Canaveral) : Great Stirrup & Dominican Republic

Dec 10 to Dec 20, 2027 · 10 nights

Round trip from Orlando (Port Canaveral), Florida

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

From $1,089 per person, double occupancy

Inside

+ taxes & fees

Inside
$1,089
Balcony
$1,519
Club Balcony Suite
$1,719
The Haven
$4,989
Oceanview
Suite
Request this sailing

Oosterdam · Caribbean

11-Day Eastern Caribbean: Windward & Leeward Islands

Dec 11 to Dec 22, 2027 · 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

Ports of call and details

From $2,599 per person, double occupancy

Inside, Have It All Early Booking Bonus

Taxes & fees included

Inside
$2,599
Ocean View
$3,199
Verandah
$3,699
Signature Suite
$5,499
Neptune Suite
$6,999
Request this sailing

Oosterdam · Caribbean

22-Day Eastern & Southern Caribbean Holiday: ABC Islands

Dec 11, 2027 to Jan 2, 2028 · 22 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 $5,454 per person, double occupancy

Inside, Have It All Early Booking Bonus

Taxes & fees included

Inside
$5,454
Ocean View
$6,804
Verandah
$7,854
Signature Suite
$12,304
Neptune Suite
$15,904
Request this sailing

Volendam · Panama Canal

24-Day Panama Canal & Eastern Caribbean Discovery

Dec 11, 2027 to Jan 4, 2028 · 24 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 $5,934 per person, double occupancy

Inside, Have It All Early Booking Bonus

Taxes & fees included

Inside
$5,934
Ocean View
$6,694
Neptune Suite
$15,914
Request this sailing

Norwegian Prima · Caribbean

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

Dec 11 to Dec 18, 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 $1,219 per person, double occupancy

Inside

+ taxes & fees

Inside
$1,219
Oceanview
$1,339
Balcony
$1,599
Club Balcony Suite
$2,309
Suite
$3,359
The Haven
$4,709
Request this sailing

Sun Princess · Caribbean

Eastern Caribbean with St. Thomas

Dec 11 to Dec 18, 2027 · 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 $750 · 63% off

From $439$1,189 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $220 taxes & fees

Interior
$439$1,189
Oceanview
$509$1,530
Balcony
$624$1,955
Mini-Suite
$1,029$2,830
Suite
Request this sailing

Seabourn Ovation · Caribbean

17-Day Hidden Yacht Harbor Holiday

Dec 11 to Dec 28, 2027 · 17 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

Ports of call and details

From $11,198 per guest based on double occupancy

Veranda Suite, Seabourn Combo Savings

Taxes & fees included

Veranda Suite
$11,198
Penthouse Suite
$21,298
Penthouse Spa Suite
$23,213
Owner's Suite and Above
$25,998
Request this sailing

Eurodam · Caribbean

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

Dec 12, 2027 to Jan 2, 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

Ports of call and details

From $4,874 per person, double occupancy

Inside, Have It All Early Booking Bonus

Taxes & fees included

Inside
$4,874
Ocean View
$5,724
Verandah
$6,864
Signature Suite
$9,904
Neptune Suite
$12,474
Request this sailing

Emerald Princess · Caribbean

Southern Caribbean Adventurer Holiday

Dec 12 to Dec 26, 2027 · 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 $1,592 · 57% off

From $1,198$2,790 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $260 taxes & fees

Interior
$1,198$2,790
Oceanview
$1,588$4,050
Balcony
$1,813$5,055
Mini-Suite
$3,073$6,935
Suite
Request this sailing

Regal Princess · Caribbean

Eastern/Western Caribbean with Celebration Key Holiday

Dec 12 to Dec 27, 2027 · 15 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 $1,842 · 63% off

From $1,078$2,920 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $370 taxes & fees

Interior
$1,078$2,920
Balcony
$1,653$4,825
Mini-Suite
$2,293$7,745
Suite
$7,153$13,955
Oceanview
Request this sailing

Star Princess · Caribbean

Southern Caribbean with St. Lucia

Dec 12 to Dec 22, 2027 · 10 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

Save $881 · 43% off

From $1,164$2,045 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $170 taxes & fees

Interior
$1,164$2,045
Oceanview
$1,254$2,405
Balcony
$1,389$3,370
Mini-Suite
$2,224$3,655
Suite
Request this sailing

Norwegian Pearl · Caribbean

10-Day Caribbean Round-Trip Philadelphia: Dominican Republic & Antigua

Dec 13 to Dec 23, 2027 · 10 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 $1,079 per person, double occupancy

Inside

+ taxes & fees

Inside
$1,079
Oceanview
$1,289
Balcony
$1,589
Club Balcony Suite
$2,019
Suite
$3,329
The Haven
$5,319
Request this sailing

Queen Mary 2 · Transatlantic/Transpacific

Transatlantic Crossing And Caribbean Celebration

Dec 14, 2027 to Jan 3, 2028 · 20 nights

Southampton, England to 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 $2,899 per person, double occupancy

Britannia Inside

Taxes & fees included

Britannia Inside
$2,899
Britannia Balcony
$3,469
Britannia Club Balcony
$8,349
Britannia Oceanview
Princess Grill Suite
Queens Grill Suite
Request this sailing

Enchanted Princess · Caribbean

Southern Caribbean with St. Lucia

Dec 14 to Dec 24, 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 $961 · 61% off

From $604$1,565 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $190 taxes & fees

Interior
$604$1,565
Oceanview
$644$2,554
Balcony
$769$2,530
Mini-Suite
$1,244$3,715
Suite
$3,824$7,164
Request this sailing

Emerald Princess · Caribbean

Southern Caribbean with St. Lucia

Dec 17 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

Norwegian Prima · Caribbean

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

Dec 18 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 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 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 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 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

Regent Seven Seas CruisesSeven Seas Voyager · Caribbean

Ultimate Island Holiday: Miami round trip

Dec 19, 2027 to Jan 13, 2028 · 25 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: ENJOY FREE FIRST CLASS AIR OR SAVE $1,500 PER SUITE ON THIS VOYAGE

Ports of call and details

Save $22,149 · 63% off

From $13,149$35,298 per person, double occupancy, all-inclusive fare; air not included

Deluxe Veranda Suite G

Deluxe Veranda Suite G
$13,149$35,298
Deluxe Veranda Suite F
$13,299$35,598
Concierge Suite E
$13,649$36,298
Concierge Suite D
$13,949$36,898
Penthouse Suite C
$15,549$40,098
Penthouse Suite B
$15,949$40,898
Penthouse Suite A
$16,349$41,698
Seven Seas Suite Aft
$24,799$58,598
Seven Seas Suite Forward
$24,799$58,598
Voyager Suite VS
$27,199$63,398
Grand Suite GS
$36,699$82,398
Signature Suite SG Deck 11
$41,799$92,598
Signature Suite SG Deck 7
$41,799$92,598
Deluxe Veranda Suite H
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

Queen Mary 2 · Transatlantic/Transpacific

Transatlantic Crossing And Caribbean Celebration

Dec 21, 2027 to Jan 11, 2028 · 21 nights

New York (Brooklyn), USA to Southampton, England

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

Offers: 2026 Black Friday Event

Ports of call and details

From $2,699 per person, double occupancy

Britannia Inside

Taxes & fees included

Britannia Inside
$2,699
Britannia Balcony
$3,549
Britannia Oceanview
$3,589
Britannia Club Balcony
$6,779
Princess Grill Suite
$11,439
Queens Grill Suite
$13,759
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

Clear filters

Fares are per person, double occupancy.