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Caribbean cruises calling at Road Town, Tortola

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Showing 241–270 of 411 sailings

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

Oceania CruisesOceania Marina · Caribbean

Holiday Horizons: Miami round trip

Dec 20, 2027 to Jan 6, 2028 · 17 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

Save $5,499 · 50% off

From $5,499$10,998 per guest, double occupancy; air not included

Inside Stateroom (G)

Inside Stateroom (G)
$5,499$10,998
Inside Stateroom (F)
$5,599$11,198
Deluxe Ocean View
$6,699$13,398
Veranda Stateroom (B4)
$8,199$16,398
Veranda Stateroom (B3)
$8,349$16,698
Veranda Stateroom (B2)
$8,499$16,998
Veranda Stateroom (B1)
$8,599$17,198
Concierge Level Veranda (A4)
$8,749$17,498
Concierge Level Veranda (A3)
$8,899$17,798
Concierge Level Veranda (A2)
$9,049$18,098
Concierge Level Veranda (A1)
$9,199$18,398
Penthouse Suite (PH3)
$10,999$21,998
Penthouse Suite (PH2)
$11,249$22,498
Penthouse Suite (PH1)
$11,499$22,998
Oceania Suite
$20,099$40,198
Vista Suite
$21,399$42,798
Owner’s Suite
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

Oceania CruisesOceania Sirena · Caribbean

Festive Caribbean Frolic: Miami round trip

Dec 22, 2027 to Jan 5, 2028 · 14 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

Save $4,399 · 50% off

From $4,399$8,798 per guest, double occupancy; air not included

Inside Stateroom (G)

Inside Stateroom (G)
$4,399$8,798
Inside Stateroom (F)
$4,699$9,398
Ocean View
$4,949$9,898
Deluxe Ocean View (C2)
$5,249$10,498
Deluxe Ocean View (C1)
$5,399$10,798
Veranda Stateroom (B2)
$7,299$14,598
Veranda Stateroom (B1)
$7,499$14,998
Concierge Level Veranda (A3)
$7,749$15,498
Concierge Level Veranda (A2)
$7,949$15,898
Concierge Level Veranda (A1)
$8,149$16,298
Penthouse Suite (PH3)
$10,099$20,198
Penthouse Suite (PH2)
$10,349$20,698
Penthouse Suite (PH1)
$10,599$21,198
Vista Suite
$17,399$34,798
Owner’s Suite
$23,099$46,198
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

Norwegian Epic · Caribbean

7-Day Caribbean Round-trip Orlando: Great Stirrup Cay & Dominican Republic

Dec 24 to Dec 31, 2027 · 7 nights

Round trip from Orlando (Port Canaveral), Florida

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

From $1,239 per person, double occupancy

Inside

+ taxes & fees

Inside
$1,239
Oceanview
$1,739
Balcony
$1,789
Club Balcony Suite
$1,939
The Haven
$5,289
Suite
Request this sailing

Emerald Princess · Caribbean

Southern Caribbean with Tortola Holiday

Dec 24 to Dec 31, 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

From $1,859 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $110 taxes & fees

Interior
$1,859
Balcony
$2,404$3,095
Oceanview
$2,482
Mini-Suite
$4,539
Suite
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

Norwegian Luna · Caribbean

7-Day Caribbean Round-trip Miami: Great Stirrup Cay & Dominican Republic

Dec 26, 2027 to Jan 2, 2028 · 7 nights

Round trip from Miami, Florida

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

From $1,949 per person, double occupancy

Inside

+ taxes & fees

Inside
$1,949
Oceanview
$2,179
Balcony
$2,549
Club Balcony Suite
$3,449
Suite
$4,949
The Haven
$7,049
Request this sailing

Emerald Princess · Caribbean

Southern Caribbean with Barbados and Tortola Holiday

Dec 26, 2027 to Jan 2, 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 $981 · 56% off

From $774$1,755 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

+ $130 taxes & fees

Interior
$774$1,755
Oceanview
$964$2,475
Balcony
$1,074$3,055
Mini-Suite
$2,369$3,660
Suite
$4,299$6,950
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

Oceania CruisesOceania Marina · Caribbean

Fantasy Islands: Miami round trip

Dec 27, 2027 to Jan 6, 2028 · 10 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

Save $3,499 · 50% off

From $3,499$6,998 per guest, double occupancy; air not included

Inside Stateroom (G)

Inside Stateroom (G)
$3,499$6,998
Inside Stateroom (F)
$3,549$7,098
Deluxe Ocean View
$4,249$8,498
Veranda Stateroom (B4)
$5,199$10,398
Veranda Stateroom (B3)
$5,299$10,598
Veranda Stateroom (B2)
$5,399$10,798
Veranda Stateroom (B1)
$5,499$10,998
Concierge Level Veranda (A4)
$5,599$11,198
Concierge Level Veranda (A3)
$5,699$11,398
Concierge Level Veranda (A2)
$5,799$11,598
Concierge Level Veranda (A1)
$5,899$11,798
Penthouse Suite (PH3)
$6,949$13,898
Penthouse Suite (PH2)
$7,099$14,198
Penthouse Suite (PH1)
$7,299$14,598
Oceania Suite
$12,649$25,298
Vista Suite
$13,399$26,798
Owner’s Suite
Request this sailing

Norwegian Epic · Caribbean

7-Day Caribbean Round-trip Orlando: Great Stirrup Cay & Dominican Republic

Dec 31, 2027 to Jan 7, 2028 · 7 nights

Round trip from Orlando (Port Canaveral), Florida

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

From $1,339 per person, double occupancy

Inside

+ taxes & fees

Inside
$1,339
Balcony
$1,939
Club Balcony Suite
$2,189
The Haven
$5,739
Oceanview
Suite
Request this sailing

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

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

Norwegian Luna · Caribbean

7-Day Caribbean Round-trip Miami: Great Stirrup Cay & Dominican Republic

Jan 2 to Jan 9, 2028 · 7 nights

Round trip from Miami, Florida

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

From $1,019 per person, double occupancy

Inside

+ taxes & fees

Inside
$1,019
Oceanview
$1,279
Balcony
$1,639
Club Balcony Suite
$2,049
Suite
$3,149
The Haven
$4,549
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

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

Regent Seven Seas CruisesSeven Seas Grandeur · Caribbean

A Journey in Beauty: Miami to Bridgetown

Jan 5 to Jan 15, 2028 · 10 nights

Miami, Florida to Bridgetown, Barbados

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

Offers: Enjoy specially reduced single supplement of 25% for suite categories Deluxe Veranda Suite (G1 and G2) and Veranda Suite (H).

Ports of call and details

Save $12,749 · 65% off

From $6,749$19,498 per person, double occupancy, all-inclusive fare; air not included

Veranda Suite H

Veranda Suite H
$6,749$19,498
Deluxe Veranda Suite G2
$6,899$19,798
Deluxe Veranda Suite G1
$7,049$20,098
Serenity Suite F2
$7,549$21,098
Serenity Suite F1
$7,599$21,198
Concierge Suite E
$7,949$21,898
Concierge Suite D
$8,249$22,498
Penthouse Suite C
$9,799$25,598
Penthouse Suite B
$10,299$26,598
Penthouse Suite A
$10,349$26,698
Seven Seas Suite SS
$12,299$30,598
Grandeur Suite GN
$13,949$33,898
Grand Suite Forward
$16,549$39,098
Grand Suite Aft
$16,549$39,098
Signature Suite SG
$21,499$48,998
Regent Suite RS
$74,999$155,998
Request this sailing

Norwegian Epic · Caribbean

7-Day Caribbean Round-trip Orlando: Great Stirrup Cay & Dominican Republic

Jan 7 to Jan 14, 2028 · 7 nights

Round trip from Orlando (Port Canaveral), Florida

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

From $839 per person, double occupancy

Inside

+ taxes & fees

Inside
$839
Oceanview
$1,199
Balcony
$1,199
Club Balcony Suite
$1,249
The Haven
$3,889
Suite
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

Regent Seven Seas CruisesSeven Seas Prestige · Caribbean

Bahamian Breeze: Miami round trip

Jan 7 to Jan 17, 2028 · 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

Save $13,749 · 64% off

From $7,749$21,498 per person, double occupancy, all-inclusive fare; air not included

Deluxe Veranda Suite H

Deluxe Veranda Suite H
$7,749$21,498
Deluxe Veranda Suite G
$7,849$21,698
Serenity Suite F2
$8,249$22,498
Serenity Suite F1
$8,349$22,698
Concierge Suite E
$8,599$23,198
Concierge Suite D
$8,699$23,398
Penthouse Suite C
$9,999$25,998
Penthouse Suite B
$10,449$26,898
Penthouse Suite A
$10,599$27,198
Horizon Penthouse HP
$10,799$27,598
Seven Seas Suite SS
$13,299$32,598
Prestige Suite PS
$15,849$37,698
Grand Suite GS
$16,149$38,298
Grand Loft Suite LS
$16,499$38,998
Signature Suite SG
$23,599$53,198
Skyview Sola Suite SKC
$26,149$58,298
Skyview Luna Suite SKB
$26,999$59,998
Skyview Aura Suite SKA
$35,499$76,998
Skyview Regent Suite RS
$124,999$255,998
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

Norwegian Luna · Caribbean

7-Day Caribbean Round-trip Miami: Great Stirrup Cay & Dominican Republic

Jan 9 to Jan 16, 2028 · 7 nights

Round trip from Miami, Florida

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

From $1,019 per person, double occupancy

Inside

+ taxes & fees

Inside
$1,019
Oceanview
$1,279
Balcony
$1,639
Club Balcony Suite
$2,049
Suite
$3,149
The Haven
$4,549
Request this sailing

Clear filters

Fares are per person, double occupancy.