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Caribbean cruises calling at San Juan

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Showing 391–420 of 590 sailings

Norwegian Prima · Caribbean

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

Jan 1 to Jan 8, 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
$1,429
Balcony
$1,659
Club Balcony Suite
$2,459
Suite
$3,209
The Haven
$4,759
Request this sailing

Carnival Celebration · Caribbean

7-Day Eastern Caribbean

Jan 2 to Jan 9, 2028 · 7 nights

Round trip from Miami, Florida

Ports of call and details

From $564 per person, double occupancy

Interior

Taxes & fees included

Interior
$564
Ocean View
$744
Balcony
$874
Suite
$1,504
Request this sailing

Eurodam · Caribbean

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

Jan 2 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 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 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

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

Regal Princess · Caribbean

Eastern/Western Caribbean Adventurer with Celebration Key

Jan 2 to Jan 16, 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 $1,592 · 66% off

From $828$2,420 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $350 taxes & fees

Interior
$828$2,420
Balcony
$1,216$4,055
Mini-Suite
$2,183$6,435
Suite
$7,533$13,905
Oceanview
Request this sailing

Sky Princess · Caribbean

Eastern Caribbean with RelaxAway, Half Moon Cay

Jan 2 to Jan 9, 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 $1,170 · 71% off

From $489$1,659 per person, double occupancy

Oceanview, Up to $450 Instant Savings on Caribbean Cruises

+ $250 taxes & fees

Oceanview
$489$1,659
Balcony
$564$1,635
Mini-Suite
$849$2,420
Suite
$3,259$5,169
Interior
Request this sailing

Sky Princess · Caribbean

Eastern/Western Caribbean Adventurer

Jan 2 to Jan 16, 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 $1,452 · 69% off

From $658$2,110 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $470 taxes & fees

Interior
$658$2,110
Oceanview
$1,048$3,549
Balcony
$1,223$3,475
Mini-Suite
$1,643$5,045
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

Emerald Princess · Caribbean

Southern Caribbean with Tortola

Jan 7 to Jan 14, 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 $1,629 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $120 taxes & fees

Interior
$1,629
Oceanview
$1,853$2,040
Balcony
$2,124$2,695
Mini-Suite
$3,089
Suite
Request this sailing

Carnival Festivale · Caribbean

8-Day Eastern Caribbean

Jan 8 to Jan 16, 2028 · 8 nights

Round trip from Port Canaveral (Orlando), Florida

Ports of call and details

From $891 per person, double occupancy

Interior

Taxes & fees included

Interior
$891
Ocean View
$1,121
Balcony
$1,271
Suite
$2,374
Request this sailing

Rotterdam · Caribbean

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

Jan 8 to Jan 15, 2028 · 7 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 $1,544 per person, double occupancy

Inside, Have It All Early Booking Bonus

Taxes & fees included

Inside
$1,544
Ocean View
$1,794
Verandah
$1,944
Signature Suite
$3,744
Neptune Suite
$4,244
Request this sailing

Rotterdam · Caribbean

14-Day Eastern Caribbean: San Juan & Bahamas

Jan 8 to Jan 22, 2028 · 14 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 $3,014 per person, double occupancy

Inside, Have It All Early Booking Bonus

Taxes & fees included

Inside
$3,014
Ocean View
$3,534
Verandah
$3,814
Signature Suite
$7,234
Neptune Suite
$8,184
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

Sun Princess · Caribbean

Eastern Caribbean with Puerto Rico & Celebration Key

Jan 8 to Jan 15, 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 · 68% off

From $389$1,230 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $240 taxes & fees

Interior
$389$1,230
Oceanview
$549$1,680
Balcony
$554$1,925
Mini-Suite
$959$2,800
Suite
Request this sailing

Sun Princess · Caribbean

Eastern/Western Caribbean Adventurer with Celebration Key

Jan 8 to Jan 22, 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 $1,771 · 67% off

From $858$2,629 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $450 taxes & fees

Interior
$858$2,629
Balcony
$1,073$3,965
Oceanview
$1,088$3,320
Mini-Suite
$2,283$6,104
Suite
Request this sailing

Emerald Princess · Caribbean

Southern Caribbean with Barbados and Tortola

Jan 9 to Jan 16, 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 $791 · 59% off

From $539$1,330 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $130 taxes & fees

Interior
$539$1,330
Balcony
$774$2,205
Oceanview
$799$1,780
Mini-Suite
$1,329$2,720
Suite
$2,629$5,060
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 with St. Kitts

Jan 9 to Jan 16, 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 $871 · 68% off

From $409$1,280 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $160 taxes & fees

Interior
$409$1,280
Oceanview
$539$1,549
Balcony
$614$2,065
Mini-Suite
$1,189$3,390
Suite
$3,789$7,170
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

Sky Princess · Caribbean

Eastern/Western Caribbean Adventurer

Jan 9 to Jan 23, 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 $1,502 · 68% off

From $698$2,200 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $400 taxes & fees

Interior
$698$2,200
Oceanview
$1,108$3,639
Balcony
$1,303$3,784
Mini-Suite
$1,713$5,135
Suite
Request this sailing

Star Princess · Caribbean

Eastern Caribbean With Puerto Rico & Celebration Key

Jan 9 to Jan 16, 2028 · 7 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 $861 · 68% off

From $399$1,260 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $220 taxes & fees

Interior
$399$1,260
Oceanview
$519$1,620
Balcony
$624$2,315
Mini-Suite
$1,099$2,650
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

Carnival Vista · Caribbean

7-Day Eastern Caribbean

Jan 15 to Jan 22, 2028 · 7 nights

Round trip from Port Canaveral (Orlando), Florida

Ports of call and details

From $536 per person, double occupancy

Interior

Taxes & fees included

Interior
$536
Ocean View
$746
Balcony
$951
Suite
$1,592
Request this sailing

Rotterdam · Caribbean

14-Day Eastern Caribbean: Bahamas & San Juan

Jan 15 to Jan 29, 2028 · 14 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 $3,204 per person, double occupancy

Inside, Have It All Early Booking Bonus

Taxes & fees included

Inside
$3,204
Ocean View
$3,724
Verandah
$4,054
Signature Suite
$7,524
Neptune Suite
$8,474
Request this sailing

Norwegian Bliss · Caribbean

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

Jan 15 to Jan 26, 2028 · 11 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 $1,279 per person, double occupancy

Inside

+ taxes & fees

Inside
$1,279
Oceanview
$1,469
Balcony
$1,699
Club Balcony Suite
$1,939
The Haven
$5,639
Suite
Request this sailing

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Fares are per person, double occupancy.