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Caribbean cruises

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Showing 1,831–1,860 of 1,968 sailings

Sun Princess · Caribbean

Eastern Caribbean With Puerto Rico & Celebration Key Holiday

Dec 29, 2028 to Jan 5, 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 $1,270 · 45% off

From $1,565$2,835 per person, double occupancy

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

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

Interior
$1,565$2,835
Oceanview
$1,665$3,015
Balcony
$1,990$3,620
Mini-Suite
$2,165$3,955
Suite
Request this sailing

Star Princess · Caribbean

Eastern Caribbean with St. Thomas Holiday

Dec 30, 2028 to Jan 6, 2029 · 7 nights

Round trip from Ft. Lauderdale, Florida

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

Ports of call and details

Save $830 · 45% off

From $1,015$1,845 per person, double occupancy

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

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

Interior
$1,015$1,845
Oceanview
$1,326$2,405
Balcony
$1,740$3,170
Mini-Suite
$2,015$3,685
Suite
Request this sailing

Star Princess · Caribbean

Eastern Caribbean Adventurer Holiday

Dec 30, 2028 to Jan 13, 2029 · 14 nights

Round trip from Ft. Lauderdale, Florida

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

Ports of call and details

Save $1,580 · 45% off

From $1,904$3,484 per person, double occupancy

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

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

Interior
$1,904$3,484
Oceanview
$2,235$4,085
Balcony
$2,799$5,120
Mini-Suite
$3,549$6,510
Suite
Request this sailing

Regent Seven Seas CruisesSeven Seas Prestige · Caribbean

Sunset the Year: Miami round trip

Dec 30, 2028 to Jan 9, 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 $7,599 per person, double occupancy, all-inclusive fare; air not included

Deluxe Veranda Suite G

Deluxe Veranda Suite G
$7,599
Serenity Suite F2
$7,849
Serenity Suite F1
$8,049
Concierge Suite E
$8,549
Concierge Suite D
$8,799
Penthouse Suite C
$10,499
Penthouse Suite B
$10,799
Penthouse Suite A
$11,099
Horizon Penthouse HP
$11,999
Seven Seas Suite SS
$13,199
Prestige Suite PS
$14,799
Grand Suite GS
$16,799
Grand Loft Suite LS
$17,799
Signature Suite SG
$25,499
Skyview Sola Suite SKC
$27,999
Skyview Luna Suite SKB
$29,999
Skyview Aura Suite SKA
$31,999
Skyview Regent Suite RS
$124,999
Deluxe Veranda Suite H
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Seabourn Ovation · Caribbean

7-Day Caribbean Yacht Harbors Holiday

Dec 30, 2028 to Jan 6, 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 $5,498 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included · gratuities included

Veranda Suite
$5,498
Penthouse Suite
$8,798
Penthouse Spa Suite
$9,588
Owner's Suite and Above
$12,098
Request this sailing

Seabourn Ovation · Caribbean

14-Day Exploring Boutique Yacht Harbors On Holiday

Dec 30, 2028 to Jan 13, 2029 · 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: Explore Beyond Event

Ports of call and details

From $9,798 per guest based on double occupancy

Veranda Suite, Explore Beyond Event

Taxes & fees included · gratuities included

Veranda Suite
$9,798
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 Aruba

Jan 2 to Jan 12, 2029 · 10 nights

Round trip from Barbados

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

Ports of call and details

Save $881 · 46% off

From $1,049$1,930 per person, double occupancy

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

+ $170 taxes & fees · gratuities $18 a day extra

Interior
$1,049$1,930
Oceanview
$1,299$2,379
Balcony
$1,738$3,185
Mini-Suite
$2,142$3,930
Suite
$3,999$7,280
Request this sailing

Enchanted Princess · Caribbean

Southern Caribbean with Barbados

Jan 2 to Jan 13, 2029 · 11 nights

Round trip from Ft. Lauderdale, Florida

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

Ports of call and details

Save $1,010 · 45% off

From $1,220$2,230 per person, double occupancy

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

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

Interior
$1,220$2,230
Balcony
$1,695$3,105
Oceanview
$1,719$3,129
Mini-Suite
$2,420$4,430
Suite
$4,420$8,030
Request this sailing

Sun Princess · Caribbean

Eastern Caribbean With Puerto Rico & Celebration Key

Jan 5 to Jan 12, 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 $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
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 6 to Jan 13, 2029 · 7 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 $685$1,255 per person, double occupancy

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

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

Interior
$685$1,255
Oceanview
$935$1,705
Balcony
$1,060$1,950
Mini-Suite
$1,535$2,825
Suite
Request this sailing

Star Princess · Caribbean

Eastern/Western Caribbean Adventurer with Celebration Key

Jan 6 to Jan 20, 2029 · 14 nights

Round trip from Ft. Lauderdale, Florida

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

Ports of call and details

Save $1,250 · 46% off

From $1,494$2,744 per person, double occupancy

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

+ $490 taxes & fees · gratuities $18 a day extra

Interior
$1,494$2,744
Oceanview
$1,814$3,325
Balcony
$2,189$4,020
Mini-Suite
$3,039$5,590
Suite
Request this sailing

Seabourn Ovation · Caribbean

7-Day Boutique Yacht Harbors Of The Caribbean

Jan 6 to Jan 13, 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 & Southern Caribbean Isles

Jan 6 to Jan 20, 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 St. Kitts

Jan 7 to Jan 14, 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 $745$1,355 per person, double occupancy

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

+ $130 taxes & fees · gratuities $18 a day extra

Interior
$745$1,355
Oceanview
$924$1,684
Balcony
$1,220$2,230
Mini-Suite
$1,495$2,745
Suite
$2,795$5,085
Request this sailing

Caribbean Princess · Caribbean

Southern Caribbean Adventurer

Jan 7 to Jan 21, 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 $1,221 · 46% off

From $1,454$2,675 per person, double occupancy

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

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

Interior
$1,454$2,675
Oceanview
$1,804$3,304
Balcony
$2,529$4,630
Mini-Suite
$3,129$5,750
Suite
$5,579$10,160
Request this sailing

Sky Princess · Caribbean

Western Caribbean with Mexico & Celebration Key

Jan 7 to Jan 14, 2029 · 7 nights

Round trip from Ft. Lauderdale, Florida

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

Ports of call and details

Save $540 · 45% off

From $655$1,195 per person, double occupancy

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

+ $270 taxes & fees · gratuities $18 a day extra

Interior
$655$1,195
Balcony
$1,030$1,890
Oceanview
$1,054$1,914
Mini-Suite
$1,455$2,675
Suite
$2,905$5,285
Request this sailing

Sky Princess · Caribbean

Eastern/Western Caribbean Adventurer

Jan 7 to Jan 21, 2029 · 14 nights

Round trip from Ft. Lauderdale, Florida

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

Ports of call and details

Save $1,001 · 46% off

From $1,174$2,175 per person, double occupancy

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

+ $410 taxes & fees · gratuities $18 a day extra

Interior
$1,174$2,175
Balcony
$1,949$3,590
Oceanview
$1,973$3,614
Mini-Suite
$2,799$5,160
Suite
$5,899$10,740
Request this sailing

Regal Princess · Caribbean

Eastern Caribbean with Bahamas & Turks & Caicos

Jan 8 to Jan 14, 2029 · 6 nights

Round trip from Ft. Lauderdale, Florida

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

Ports of call and details

Save $490 · 45% off

From $595$1,085 per person, double occupancy

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

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

Interior
$595$1,085
Balcony
$755$1,400
Oceanview
$779$1,424
Mini-Suite
$1,395$2,565
Suite
$2,460$4,485
Request this sailing

Regal Princess · Caribbean

Eastern Caribbean Adventurer

Jan 8 to Jan 22, 2029 · 14 nights

Round trip from Ft. Lauderdale, Florida

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

Ports of call and details

Save $1,161 · 46% off

From $1,384$2,545 per person, double occupancy

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

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

Interior
$1,384$2,545
Balcony
$1,796$3,310
Oceanview
$1,820$3,334
Mini-Suite
$3,109$5,710
Suite
$5,471$9,970
Request this sailing

Regent Seven Seas CruisesSeven Seas Grandeur · Caribbean

Bongos & Breezes: Bridgetown round trip

Jan 8 to Jan 18, 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
$10,199
Penthouse Suite B
$10,599
Penthouse Suite A
$10,999
Horizon Penthouse HP
$11,899
Seven Seas Suite SS
$13,099
Grandeur Suite GN
$14,599
Grand Suite Forward
$16,599
Grand Suite Aft
$16,599
Signature Suite SG
$22,599
Regent Suite RS
$74,999
Request this sailing

Regent Seven Seas CruisesSeven Seas Prestige · Caribbean

The Azure Wild: Miami round trip

Jan 9 to Jan 19, 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 $7,299 per person, double occupancy, all-inclusive fare; air not included

Deluxe Veranda Suite H

Deluxe Veranda Suite H
$7,299
Deluxe Veranda Suite G
$7,499
Serenity Suite F2
$7,749
Serenity Suite F1
$7,949
Concierge Suite E
$8,399
Concierge Suite D
$8,599
Penthouse Suite C
$10,299
Penthouse Suite B
$10,599
Penthouse Suite A
$10,899
Horizon Penthouse HP
$11,799
Seven Seas Suite SS
$12,999
Prestige Suite PS
$14,599
Grand Suite GS
$16,599
Grand Loft Suite LS
$17,599
Signature Suite SG
$25,299
Skyview Sola Suite SKC
$27,799
Skyview Luna Suite SKB
$29,799
Skyview Aura Suite SKA
$31,799
Skyview Regent Suite RS
$124,999
Request this sailing

Oceania CruisesOceania Sonata · Caribbean

Leeward Breezes & Bays: Miami round trip

Jan 11 to Jan 23, 2029 · 12 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 $6,199 per guest, double occupancy; air not included

Veranda Stateroom (B4)

Taxes & fees included · gratuities included

Veranda Stateroom (B4)
$6,199
Veranda Stateroom (B3)
$6,299
Veranda Stateroom (B2)
$6,399
Veranda Stateroom (B1)
$6,499
Concierge Level Veranda (A4)
$6,649
Concierge Level Veranda (A3)
$6,749
Concierge Level Veranda (A2)
$6,849
Concierge Level Veranda (A1)
$6,949
Penthouse Suite (PH2)
$8,849
Penthouse Suite (PH1)
$9,099
Penthouse Deluxe (PD2)
$9,799
Penthouse Deluxe (PD1)
$10,049
Horizon Suite (HS2)
$11,949
Horizon Suite (HS1)
$12,199
Oceania Suite
$14,699
Vista Suite
$16,899
Owner’s Suite
$21,399
Request this sailing

Oceania CruisesOceania Sonata · Caribbean

Southern & Western Voyager: Miami round trip

Jan 11 to Jan 30, 2029 · 19 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 $9,499 per guest, double occupancy; air not included

Veranda Stateroom (B4)

Taxes & fees included · gratuities included

Veranda Stateroom (B4)
$9,499
Veranda Stateroom (B3)
$9,599
Veranda Stateroom (B2)
$9,699
Veranda Stateroom (B1)
$9,899
Concierge Level Veranda (A4)
$10,099
Concierge Level Veranda (A3)
$10,299
Concierge Level Veranda (A2)
$10,399
Concierge Level Veranda (A1)
$10,499
Penthouse Suite (PH2)
$13,399
Penthouse Suite (PH1)
$13,799
Penthouse Deluxe (PD2)
$14,799
Penthouse Deluxe (PD1)
$15,199
Horizon Suite (HS2)
$18,099
Horizon Suite (HS1)
$18,399
Oceania Suite
$22,199
Vista Suite
$25,599
Owner’s Suite
$32,299
Request this sailing

Caribbean Princess · Caribbean

Southern Caribbean with St. Lucia

Jan 12 to Jan 19, 2029 · 7 nights

Round trip from Barbados

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

+ $150 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

Sun Princess · Caribbean

Eastern Caribbean With Puerto Rico & Celebration Key

Jan 12 to Jan 19, 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 $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
Oceanview
$915$1,665
Balcony
$1,290$2,360
Mini-Suite
$1,465$2,695
Suite
Request this sailing

Enchanted Princess · Caribbean

Southern Caribbean with St. Lucia

Jan 13 to Jan 23, 2029 · 10 nights

Round trip from Ft. Lauderdale, Florida

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

Ports of call and details

Save $780 · 46% off

From $930$1,710 per person, double occupancy

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

+ $220 taxes & fees · gratuities $18 a day extra

Interior
$930$1,710
Balcony
$1,355$2,495
Oceanview
$1,379$2,519
Mini-Suite
$2,080$3,820
Suite
$4,230$7,690
Request this sailing

Star Princess · Caribbean

Western Caribbean with Mexico & Celebration Key

Jan 13 to Jan 20, 2029 · 7 nights

Round trip from Ft. Lauderdale, Florida

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

Ports of call and details

Save $540 · 45% off

From $655$1,195 per person, double occupancy

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

+ $270 taxes & fees · gratuities $18 a day extra

Interior
$655$1,195
Oceanview
$905$1,645
Balcony
$1,130$2,070
Mini-Suite
$1,505$2,765
Suite
Request this sailing

Star Princess · Caribbean

Eastern/Western Caribbean Adventurer

Jan 13 to Jan 27, 2029 · 14 nights

Round trip from Ft. Lauderdale, Florida

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

Ports of call and details

Save $1,280 · 46% off

From $1,524$2,804 per person, double occupancy

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

+ $470 taxes & fees · gratuities $18 a day extra

Interior
$1,524$2,804
Oceanview
$1,794$3,285
Balcony
$2,269$4,160
Mini-Suite
$3,019$5,550
Suite
Request this sailing

Seabourn Ovation · Caribbean

7-Day Exploring Aruba, Bonaire & Curacao

Jan 13 to Jan 20, 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
Owner's Suite and Above
$12,098
Penthouse Spa Suite
Request this sailing

Seabourn Ovation · Caribbean

14-Day Boutique Yacht Harbors & Southern Caribbean Isles

Jan 13 to Jan 27, 2029 · 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: 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

Clear filters

Fares are per person, double occupancy.