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Caribbean cruises

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Showing 1,861–1,890 of 1,968 sailings

Caribbean Princess · Caribbean

Southern Caribbean with Barbados and St. Lucia

Jan 14 to Jan 21, 2029 · 7 nights

Round trip from San Juan, Puerto Rico

Offers: 2028 Early Booking Bonus & Save Up to $300

Ports of call and details

Save $610 · 45% off

From $735$1,345 per person, double occupancy

Interior, 2028 Early Booking Bonus & Save Up to $300

+ $140 taxes & fees · gratuities $18 a day extra

Interior
$735$1,345
Oceanview
$904$1,644
Balcony
$1,310$2,400
Mini-Suite
$1,635$3,005
Suite
$2,785$5,075
Request this sailing

Caribbean Princess · Caribbean

Southern Caribbean Adventurer

Jan 14 to Jan 28, 2029 · 14 nights

Round trip from San Juan, Puerto Rico

Offers: 2028 Early Booking Bonus & Save Up to $300

Ports of call and details

Save $1,231 · 46% off

From $1,464$2,695 per person, double occupancy

Interior, 2028 Early Booking Bonus & Save Up to $300

+ $250 taxes & fees · gratuities $18 a day extra

Interior
$1,464$2,695
Oceanview
$1,814$3,324
Balcony
$2,539$4,650
Mini-Suite
$3,139$5,770
Suite
$5,589$10,180
Request this sailing

Regal Princess · Caribbean

Eastern Caribbean with St. Thomas

Jan 14 to Jan 22, 2029 · 8 nights

Round trip from Ft. Lauderdale, Florida

Offers: 2028 Early Booking Bonus & Save Up to $300

Ports of call and details

Save $670 · 45% off

From $815$1,485 per person, double occupancy

Interior, 2028 Early Booking Bonus & Save Up to $300

+ $210 taxes & fees · gratuities $18 a day extra

Interior
$815$1,485
Balcony
$1,041$1,910
Oceanview
$1,065$1,934
Mini-Suite
$1,715$3,145
Suite
$3,012$5,475
Request this sailing

Regal Princess · Caribbean

Eastern Caribbean Adventurer

Jan 14 to Jan 28, 2029 · 14 nights

Round trip from Ft. Lauderdale, Florida

Offers: 2028 Early Booking Bonus & Save Up to $300

Ports of call and details

Save $1,241 · 46% off

From $1,484$2,725 per person, double occupancy

Interior, 2028 Early Booking Bonus & Save Up to $300

+ $390 taxes & fees · gratuities $18 a day extra

Interior
$1,484$2,725
Balcony
$1,926$3,550
Oceanview
$1,950$3,574
Mini-Suite
$3,009$5,530
Suite
$5,298$9,660
Request this sailing

Sky Princess · Caribbean

Eastern Caribbean with St. Kitts

Jan 14 to Jan 21, 2029 · 7 nights

Round trip from Ft. Lauderdale, Florida

Offers: 2028 Early Booking Bonus & Save Up to $300

Ports of call and details

Save $450 · 45% off

From $545$995 per person, double occupancy

Interior, 2028 Early Booking Bonus & Save Up to $300

+ $180 taxes & fees · gratuities $18 a day extra

Interior
$545$995
Balcony
$920$1,690
Oceanview
$944$1,714
Mini-Suite
$1,345$2,475
Suite
$2,995$5,445
Request this sailing

Sky Princess · Caribbean

Eastern Caribbean Adventurer

Jan 14 to Jan 28, 2029 · 14 nights

Round trip from Ft. Lauderdale, Florida

Offers: 2028 Early Booking Bonus & Save Up to $300

Ports of call and details

Save $961 · 46% off

From $1,134$2,095 per person, double occupancy

Interior, 2028 Early Booking Bonus & Save Up to $300

+ $390 taxes & fees · gratuities $18 a day extra

Interior
$1,134$2,095
Balcony
$1,959$3,600
Oceanview
$1,983$3,624
Mini-Suite
$2,859$5,260
Suite
$6,259$11,380
Request this sailing

Regent Seven Seas CruisesSeven Seas Grandeur · Caribbean

Soca At Sea: Bridgetown round trip

Jan 18 to Jan 28, 2029 · 10 nights

Round trip from Bridgetown, Barbados

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

Offers: Bonus Savings of up to $3,000 per person

Ports of call and details

From $6,999 per person, double occupancy, all-inclusive fare; air not included

Veranda Suite H

Veranda Suite H
$6,999
Deluxe Veranda Suite G2
$7,299
Deluxe Veranda Suite G1
$7,549
Serenity Suite F2
$7,849
Serenity Suite F1
$8,099
Concierge Suite E
$8,499
Concierge Suite D
$8,749
Penthouse Suite C
$10,099
Penthouse Suite B
$10,499
Penthouse Suite A
$10,899
Horizon Penthouse HP
$11,799
Seven Seas Suite SS
$12,999
Grandeur Suite GN
$14,499
Grand Suite Forward
$16,499
Grand Suite Aft
$16,499
Signature Suite SG
$22,499
Regent Suite RS
$74,999
Request this sailing

Caribbean Princess · Caribbean

Southern Caribbean with Tortola

Jan 19 to Jan 26, 2029 · 7 nights

Round trip from Barbados

Offers: 2028 Early Booking Bonus & Save Up to $300

Ports of call and details

Save $620 · 45% off

From $755$1,375 per person, double occupancy

Interior, 2028 Early Booking Bonus & Save Up to $300

+ $140 taxes & fees · gratuities $18 a day extra

Interior
$755$1,375
Oceanview
$934$1,704
Balcony
$1,230$2,250
Mini-Suite
$1,505$2,765
Suite
$2,805$5,105
Request this sailing

Sun Princess · Caribbean

Eastern Caribbean With Puerto Rico & Celebration Key

Jan 19 to Jan 26, 2029 · 7 nights

Round trip from Port Canaveral (Orlando), Florida

Offers: 2028 Early Booking Bonus & Save Up to $300

Ports of call and details

Save $590 · 45% off

From $715$1,305 per person, double occupancy

Interior, 2028 Early Booking Bonus & Save Up to $300

+ $210 taxes & fees · gratuities $18 a day extra

Interior
$715$1,305
Oceanview
$915$1,665
Balcony
$1,290$2,360
Mini-Suite
$1,465$2,695
Suite
Request this sailing

Regent Seven Seas CruisesSeven Seas Prestige · Caribbean

Bays & Breezes: Miami round trip

Jan 19 to Jan 29, 2029 · 10 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 $3,000 per person

Ports of call and details

From $7,499 per person, double occupancy, all-inclusive fare; air not included

Deluxe Veranda Suite H

Deluxe Veranda Suite H
$7,499
Deluxe Veranda Suite G
$7,699
Serenity Suite F2
$7,949
Serenity Suite F1
$8,149
Concierge Suite E
$8,599
Concierge Suite D
$8,799
Penthouse Suite C
$10,399
Penthouse Suite B
$10,649
Penthouse Suite A
$10,899
Horizon Penthouse HP
$11,649
Seven Seas Suite SS
$12,499
Prestige Suite PS
$13,799
Grand Suite GS
$15,599
Grand Loft Suite LS
$16,499
Signature Suite SG
$24,199
Skyview Sola Suite SKC
$26,699
Skyview Luna Suite SKB
$28,699
Skyview Aura Suite SKA
$30,699
Skyview Regent Suite RS
$124,999
Request this sailing

Star Princess · Caribbean

Eastern Caribbean with St. Thomas

Jan 20 to Jan 27, 2029 · 7 nights

Round trip from Ft. Lauderdale, Florida

Offers: 2028 Early Booking Bonus & Save Up to $300

Ports of call and details

Save $590 · 45% off

From $715$1,305 per person, double occupancy

Interior, 2028 Early Booking Bonus & Save Up to $300

+ $210 taxes & fees · gratuities $18 a day extra

Interior
$715$1,305
Oceanview
$915$1,665
Balcony
$1,140$2,090
Mini-Suite
$1,515$2,785
Suite
Request this sailing

Star Princess · Caribbean

Eastern Caribbean Adventurer with Celebration Key

Jan 20 to Feb 3, 2029 · 14 nights

Round trip from Ft. Lauderdale, Florida

Offers: 2028 Early Booking Bonus & Save Up to $300

Ports of call and details

Save $1,400 · 46% off

From $1,674$3,074 per person, double occupancy

Interior, 2028 Early Booking Bonus & Save Up to $300

+ $440 taxes & fees · gratuities $18 a day extra

Interior
$1,674$3,074
Oceanview
$1,924$3,525
Balcony
$2,249$4,130
Mini-Suite
$2,949$5,430
Suite
Request this sailing

Seabourn Ovation · Caribbean

7-Day Boutique Yacht Harbors Of The Caribbean

Jan 20 to Jan 27, 2029 · 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 $5,298 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included · gratuities included

Veranda Suite
$5,298
Penthouse Suite
$8,798
Penthouse Spa Suite
$9,588
Owner's Suite and Above
$12,098
Request this sailing

Seabourn Ovation · Caribbean

14-Day Boutique Yacht Harbors Of The Caribbean

Jan 20 to Feb 3, 2029 · 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: Explore Beyond Event

Ports of call and details

From $9,398 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included · gratuities included

Veranda Suite
$9,398
Penthouse Suite
$15,898
Penthouse Spa Suite
$17,328
Owner's Suite and Above
$21,798
Request this sailing

Caribbean Princess · Caribbean

Southern Caribbean with Barbados and Tortola

Jan 21 to Jan 28, 2029 · 7 nights

Round trip from San Juan, Puerto Rico

Offers: 2028 Early Booking Bonus & Save Up to $300

Ports of call and details

Save $620 · 45% off

From $755$1,375 per person, double occupancy

Interior, 2028 Early Booking Bonus & Save Up to $300

+ $120 taxes & fees · gratuities $18 a day extra

Interior
$755$1,375
Oceanview
$934$1,704
Balcony
$1,230$2,250
Mini-Suite
$1,505$2,765
Suite
$2,805$5,105
Request this sailing

Caribbean Princess · Caribbean

Southern Caribbean Adventurer

Jan 21 to Feb 4, 2029 · 14 nights

Round trip from San Juan, Puerto Rico

Offers: 2028 Early Booking Bonus & Save Up to $300

Ports of call and details

Save $1,271 · 46% off

From $1,514$2,785 per person, double occupancy

Interior, 2028 Early Booking Bonus & Save Up to $300

+ $240 taxes & fees · gratuities $18 a day extra

Interior
$1,514$2,785
Oceanview
$1,874$3,434
Balcony
$2,389$4,380
Mini-Suite
$3,089$5,680
Suite
$5,589$10,180
Request this sailing

Sky Princess · Caribbean

Eastern Caribbean with RelaxAway, Half Moon Cay

Jan 21 to Jan 28, 2029 · 7 nights

Round trip from Ft. Lauderdale, Florida

Offers: 2028 Early Booking Bonus & Save Up to $300

Ports of call and details

Save $510 · 45% off

From $615$1,125 per person, double occupancy

Interior, 2028 Early Booking Bonus & Save Up to $300

+ $260 taxes & fees · gratuities $18 a day extra

Interior
$615$1,125
Balcony
$1,040$1,910
Oceanview
$1,064$1,934
Mini-Suite
$1,515$2,785
Suite
$3,265$5,935
Request this sailing

Sky Princess · Caribbean

Eastern/Western Caribbean Adventurer

Jan 21 to Feb 4, 2029 · 14 nights

Round trip from Ft. Lauderdale, Florida

Offers: 2028 Early Booking Bonus & Save Up to $300

Ports of call and details

Save $971 · 46% off

From $1,144$2,115 per person, double occupancy

Interior, 2028 Early Booking Bonus & Save Up to $300

+ $481 taxes & fees · gratuities $18 a day extra

Interior
$1,144$2,115
Balcony
$2,069$3,800
Oceanview
$2,093$3,824
Mini-Suite
$2,969$5,460
Suite
$6,319$11,490
Request this sailing

Regal Princess · Caribbean

Eastern Caribbean with Bahamas & Turks & Caicos

Jan 22 to Jan 28, 2029 · 6 nights

Round trip from Ft. Lauderdale, Florida

Offers: 2028 Early Booking Bonus & Save Up to $300

Ports of call and details

Save $570 · 45% off

From $695$1,265 per person, double occupancy

Interior, 2028 Early Booking Bonus & Save Up to $300

+ $230 taxes & fees · gratuities $18 a day extra

Interior
$695$1,265
Balcony
$885$1,630
Oceanview
$909$1,654
Mini-Suite
$1,295$2,385
Suite
$2,287$4,175
Request this sailing

Regal Princess · Caribbean

Eastern Caribbean Adventurer

Jan 22 to Feb 5, 2029 · 14 nights

Round trip from Ft. Lauderdale, Florida

Offers: 2028 Early Booking Bonus & Save Up to $300

Ports of call and details

Save $1,241 · 46% off

From $1,484$2,725 per person, double occupancy

Interior, 2028 Early Booking Bonus & Save Up to $300

+ $390 taxes & fees · gratuities $18 a day extra

Interior
$1,484$2,725
Balcony
$1,926$3,550
Oceanview
$1,950$3,574
Mini-Suite
$3,009$5,530
Suite
$5,298$9,660
Request this sailing

Oceania CruisesOceania Sonata · Caribbean

Maya Reefs & Reggae Rhythms: Miami round trip

Jan 23 to Jan 30, 2029 · 7 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

From $3,699 per guest, double occupancy; air not included

Veranda Stateroom (B4)

Taxes & fees included · gratuities included

Veranda Stateroom (B4)
$3,699
Veranda Stateroom (B3)
$3,749
Veranda Stateroom (B2)
$3,799
Veranda Stateroom (B1)
$3,849
Concierge Level Veranda (A4)
$3,949
Concierge Level Veranda (A3)
$3,999
Concierge Level Veranda (A2)
$4,049
Concierge Level Veranda (A1)
$4,099
Penthouse Suite (PH2)
$5,199
Penthouse Suite (PH1)
$5,349
Penthouse Deluxe (PD2)
$5,749
Penthouse Deluxe (PD1)
$5,899
Horizon Suite (HS2)
$6,999
Horizon Suite (HS1)
$7,149
Oceania Suite
$8,649
Vista Suite
$9,949
Owner’s Suite
$12,549
Request this sailing

Enchanted Princess · Caribbean

Southern Caribbean with Barbados

Jan 23 to Feb 3, 2029 · 11 nights

Round trip from Ft. Lauderdale, Florida

Offers: 2028 Early Booking Bonus & Save Up to $300

Ports of call and details

Save $970 · 45% off

From $1,170$2,140 per person, double occupancy

Interior, 2028 Early Booking Bonus & Save Up to $300

+ $230 taxes & fees · gratuities $18 a day extra

Interior
$1,170$2,140
Balcony
$1,645$3,015
Oceanview
$1,669$3,039
Mini-Suite
$2,670$4,880
Suite
$4,770$8,660
Request this sailing

Caribbean Princess · Caribbean

Southern Caribbean with Puerto Rico

Jan 26 to Feb 2, 2029 · 7 nights

Round trip from Barbados

Offers: 2028 Early Booking Bonus & Save Up to $300

Ports of call and details

Save $620 · 45% off

From $755$1,375 per person, double occupancy

Interior, 2028 Early Booking Bonus & Save Up to $300

+ $150 taxes & fees · gratuities $18 a day extra

Interior
$755$1,375
Oceanview
$934$1,704
Balcony
$1,230$2,250
Mini-Suite
$1,505$2,765
Suite
$2,805$5,105
Request this sailing

Sun Princess · Caribbean

Eastern Caribbean With Puerto Rico & Celebration Key

Jan 26 to Feb 2, 2029 · 7 nights

Round trip from Port Canaveral (Orlando), Florida

Offers: 2028 Early Booking Bonus & Save Up to $300

Ports of call and details

Save $590 · 45% off

From $715$1,305 per person, double occupancy

Interior, 2028 Early Booking Bonus & Save Up to $300

+ $210 taxes & fees · gratuities $18 a day extra

Interior
$715$1,305
Oceanview
$915$1,665
Balcony
$1,290$2,360
Mini-Suite
$1,465$2,695
Suite
Request this sailing

Star Princess · Caribbean

Eastern Caribbean with Puerto Rico & Celebration Key

Jan 27 to Feb 3, 2029 · 7 nights

Round trip from Ft. Lauderdale, Florida

Offers: 2028 Early Booking Bonus & Save Up to $300

Ports of call and details

Save $650 · 45% off

From $785$1,435 per person, double occupancy

Interior, 2028 Early Booking Bonus & Save Up to $300

+ $240 taxes & fees · gratuities $18 a day extra

Interior
$785$1,435
Oceanview
$1,035$1,885
Balcony
$1,110$2,040
Mini-Suite
$1,435$2,645
Suite
Request this sailing

Star Princess · Caribbean

Eastern/Western Caribbean Adventurer with Celebration Key

Jan 27 to Feb 10, 2029 · 14 nights

Round trip from Ft. Lauderdale, Florida

Offers: 2028 Early Booking Bonus & Save Up to $300

Ports of call and details

Save $1,390 · 46% off

From $1,664$3,054 per person, double occupancy

Interior, 2028 Early Booking Bonus & Save Up to $300

+ $500 taxes & fees · gratuities $18 a day extra

Interior
$1,664$3,054
Oceanview
$1,964$3,595
Balcony
$2,339$4,290
Mini-Suite
$3,089$5,680
Suite
Request this sailing

Seabourn Ovation · Caribbean

7-Day St. Barts & Caribbean Yacht Harbors

Jan 27 to Feb 3, 2029 · 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

Ports of call and details

From $5,098 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included · gratuities included

Veranda Suite
$5,098
Penthouse Suite
$8,798
Penthouse Spa Suite
$9,588
Owner's Suite and Above
$12,098
Request this sailing

Seabourn Ovation · Caribbean

14-Day Southern Caribbean Isles & Boutique Yacht Harbors

Jan 27 to Feb 10, 2029 · 14 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

Ports of call and details

From $9,398 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included · gratuities included

Veranda Suite
$9,398
Penthouse Suite
$15,898
Penthouse Spa Suite
$17,328
Owner's Suite and Above
$21,798
Request this sailing

Caribbean Princess · Caribbean

Southern Caribbean with Barbados and Antigua

Jan 28 to Feb 4, 2029 · 7 nights

Round trip from San Juan, Puerto Rico

Offers: 2028 Early Booking Bonus & Save Up to $300

Ports of call and details

Save $650 · 45% off

From $785$1,435 per person, double occupancy

Interior, 2028 Early Booking Bonus & Save Up to $300

+ $140 taxes & fees · gratuities $18 a day extra

Interior
$785$1,435
Oceanview
$974$1,774
Balcony
$1,160$2,130
Mini-Suite
$1,585$2,915
Suite
$2,785$5,075
Request this sailing

Caribbean Princess · Caribbean

Southern Caribbean Adventurer

Jan 28 to Feb 11, 2029 · 14 nights

Round trip from San Juan, Puerto Rico

Offers: 2028 Early Booking Bonus & Save Up to $300

Ports of call and details

Save $1,311 · 46% off

From $1,564$2,875 per person, double occupancy

Interior, 2028 Early Booking Bonus & Save Up to $300

+ $240 taxes & fees · gratuities $18 a day extra

Interior
$1,564$2,875
Oceanview
$1,934$3,544
Balcony
$2,539$4,650
Mini-Suite
$3,289$6,040
Suite
$5,639$10,270
Request this sailing

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Fares are per person, double occupancy.