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Sailings that call at Road Town, Tortola

Cunard, Holland America Line, Princess Cruises, Seabourn

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Showing 1–30 of 38 sailings

Princess Cruises · Regal Princess · Caribbean

Eastern/Western Caribbean Adventurer with Celebration Key

Nov 20, 2027 to Dec 5, 2027 · 15 nights

Round trip from Miami, Florida

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $1,068 per person, double occupancy$2,380

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $370 taxes, fees and port expenses per person

Interior
$1,068$2,380
Balcony
$1,373$4,015
Mini-Suite
$2,233$6,575
Suite
$7,453$12,245
Oceanview
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Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean Adventurer

Nov 21, 2027 to Dec 5, 2027 · 14 nights

Round trip from San Juan, Puerto Rico

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $1,248 per person, double occupancy$2,340

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $260 taxes, fees and port expenses per person

Interior
$1,248$2,340
Oceanview
$1,678$3,600
Balcony
$1,713$4,515
Mini-Suite
$2,913$6,715
Suite
Request this sailing

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean with Tortola Holiday

Nov 26, 2027 to Dec 3, 2027 · 7 nights

Round trip from Barbados

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $1,569 per person, double occupancy

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $110 taxes, fees and port expenses per person

Interior
$1,569
Oceanview
$2,021
Balcony
$2,024$2,405
Mini-Suite
$3,219
Suite
Request this sailing

Princess Cruises · Regal Princess · Caribbean

Eastern Caribbean with Tortola

Nov 27, 2027 to Dec 5, 2027 · 8 nights

Round trip from Miami, Florida

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $679 per person, double occupancy$1,150

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $180 taxes, fees and port expenses per person

Interior
$679$1,150
Oceanview
$699$1,389
Balcony
$794$1,755
Mini-Suite
$1,359$3,080
Suite
$3,119$4,970
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Princess Cruises · Regal Princess · Caribbean

Eastern Caribbean Adventurer

Nov 27, 2027 to Dec 12, 2027 · 15 nights

Round trip from Miami, Florida

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $1,078 per person, double occupancy$2,270

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $330 taxes, fees and port expenses per person

Interior
$1,078$2,270
Balcony
$1,353$3,905
Mini-Suite
$2,123$6,465
Oceanview
Suite
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Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean with Barbados and Tortola

Nov 28, 2027 to Dec 5, 2027 · 7 nights

Round trip from San Juan, Puerto Rico

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $699 per person, double occupancy$1,150

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $130 taxes, fees and port expenses per person

Interior
$699$1,150
Oceanview
$849$1,690
Balcony
$914$2,115
Mini-Suite
$1,259$3,170
Suite
$2,959$5,150
Request this sailing

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean Adventurer

Nov 28, 2027 to Dec 12, 2027 · 14 nights

Round trip from San Juan, Puerto Rico

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $1,248 per person, double occupancy$2,160

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $260 taxes, fees and port expenses per person

Interior
$1,248$2,160
Oceanview
$1,658$3,240
Balcony
$1,713$4,065
Mini-Suite
$2,533$5,905
Suite
Request this sailing

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean Adventurer

Dec 5, 2027 to Dec 19, 2027 · 14 nights

Round trip from San Juan, Puerto Rico

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $1,168 per person, double occupancy$1,980

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $260 taxes, fees and port expenses per person

Interior
$1,168$1,980
Oceanview
$1,598$3,060
Balcony
$1,693$3,885
Mini-Suite
$2,473$5,945
Suite
Request this sailing

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean with Tortola

Dec 10, 2027 to Dec 17, 2027 · 7 nights

Round trip from Barbados

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $1,429 per person, double occupancy$1,570

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $120 taxes, fees and port expenses per person

Interior
$1,429$1,570
Oceanview
$1,869$1,980
Balcony
$2,024$2,625
Mini-Suite
$2,479$3,010
Suite
Request this sailing

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean with Barbados and Tortola

Dec 12, 2027 to Dec 19, 2027 · 7 nights

Round trip from San Juan, Puerto Rico

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $619 per person, double occupancy$970

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $130 taxes, fees and port expenses per person

Interior
$619$970
Oceanview
$789$1,510
Balcony
$894$1,935
Mini-Suite
$1,199$3,210
Suite
$2,799$4,880
Request this sailing

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean Adventurer Holiday

Dec 12, 2027 to Dec 26, 2027 · 14 nights

Round trip from San Juan, Puerto Rico

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

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

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $260 taxes, fees and port expenses per person

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

Princess Cruises · Regal Princess · Caribbean

Eastern/Western Caribbean with Celebration Key Holiday

Dec 12, 2027 to Dec 27, 2027 · 15 nights

Round trip from Miami, Florida

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

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

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $370 taxes, fees and port expenses per person

Interior
$1,078$2,920
Balcony
$1,653$4,825
Mini-Suite
$2,293$7,745
Suite
$7,153$13,955
Oceanview
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Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean Adventurer Holiday

Dec 19, 2027 to Jan 2, 2028 · 14 nights

Round trip from San Juan, Puerto Rico

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $1,353 per person, double occupancy$3,575

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $260 taxes, fees and port expenses per person

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

Princess Cruises · Regal Princess · Caribbean

Eastern Caribbean with Tortola Holiday

Dec 19, 2027 to Dec 27, 2027 · 8 nights

Round trip from Miami, Florida

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $769 per person, double occupancy$1,870

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $180 taxes, fees and port expenses per person

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

Princess Cruises · Regal Princess · Caribbean

Eastern Caribbean Adventurer with Celebration Key Holiday

Dec 19, 2027 to Jan 2, 2028 · 14 nights

Round trip from Miami, Florida

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $1,993 per person, double occupancy$3,235

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $330 taxes, fees and port expenses per person

Interior
$1,993$3,235
Balcony
$2,913$4,665
Mini-Suite
$3,413$7,675
Oceanview
Suite
Request this sailing

Princess Cruises · 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

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

Plus $280 taxes, fees and port expenses per person

Interior
$1,299
Oceanview
$2,199$5,960
Balcony
$2,414$7,145
Mini-Suite
$3,774$7,815
Suite
Request this sailing

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean with Tortola Holiday

Dec 24, 2027 to Dec 31, 2027 · 7 nights

Round trip from Barbados

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

Plus $110 taxes, fees and port expenses per person

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

Princess Cruises · 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

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

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

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $130 taxes, fees and port expenses per person

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

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean Adventurer Holiday

Dec 26, 2027 to Jan 9, 2028 · 14 nights

Round trip from San Juan, Puerto Rico

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $1,353 per person, double occupancy$3,035

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $260 taxes, fees and port expenses per person

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

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean Adventurer

Jan 2, 2028 to Jan 16, 2028 · 14 nights

Round trip from San Juan, Puerto Rico

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $1,118 per person, double occupancy$2,610

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $260 taxes, fees and port expenses per person

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

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean with Tortola

Jan 7, 2028 to Jan 14, 2028 · 7 nights

Round trip from Barbados

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

Plus $120 taxes, fees and port expenses per person

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

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean with Barbados and Tortola

Jan 9, 2028 to Jan 16, 2028 · 7 nights

Round trip from San Juan, Puerto Rico

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

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

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $130 taxes, fees and port expenses per person

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

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean Adventurer

Jan 9, 2028 to Jan 23, 2028 · 14 nights

Round trip from San Juan, Puerto Rico

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $1,058 per person, double occupancy$2,610

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $260 taxes, fees and port expenses per person

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

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean Adventurer

Jan 30, 2028 to Feb 13, 2028 · 14 nights

Round trip from San Juan, Puerto Rico

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $1,088 per person, double occupancy$2,790

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $260 taxes, fees and port expenses per person

Interior
$1,088$2,790
Oceanview
$1,728$3,780
Balcony
$1,833$4,515
Mini-Suite
$2,743$5,905
Suite
Request this sailing

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean with Tortola

Feb 4, 2028 to Feb 11, 2028 · 7 nights

Round trip from Barbados

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $1,549 per person, double occupancy$1,620

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $120 taxes, fees and port expenses per person

Interior
$1,549$1,620
Oceanview
$2,115
Balcony
$2,774
Mini-Suite
$3,149
Suite
Request this sailing

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean with Barbados and Tortola

Feb 6, 2028 to Feb 13, 2028 · 7 nights

Round trip from San Juan, Puerto Rico

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $539 per person, double occupancy$1,420

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $130 taxes, fees and port expenses per person

Interior
$539$1,420
Balcony
$914$2,475
Oceanview
$999$1,960
Mini-Suite
$1,599$3,080
Suite
$2,899$5,150
Request this sailing

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean Adventurer

Feb 6, 2028 to Feb 20, 2028 · 14 nights

Round trip from San Juan, Puerto Rico

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $1,118 per person, double occupancy$2,790

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $260 taxes, fees and port expenses per person

Interior
$1,118$2,790
Balcony
$2,013$4,695
Oceanview
$2,018$3,780
Mini-Suite
$3,493$5,995
Suite
Request this sailing

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean Adventurer

Feb 13, 2028 to Feb 27, 2028 · 14 nights

Round trip from San Juan, Puerto Rico

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $1,248 per person, double occupancy$2,780

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $260 taxes, fees and port expenses per person

Interior
$1,248$2,780
Oceanview
$2,038$3,680
Balcony
$2,083$4,605
Mini-Suite
$3,713$6,254
Suite
Request this sailing

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean with Tortola

Feb 18, 2028 to Feb 25, 2028 · 7 nights

Round trip from Barbados

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $1,509 per person, double occupancy$1,590

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $120 taxes, fees and port expenses per person

Interior
$1,509$1,590
Oceanview
$2,281
Balcony
$2,824
Mini-Suite
$3,929
Suite
Request this sailing

Princess Cruises · Emerald Princess · Caribbean

Southern Caribbean with Barbados and Tortola

Feb 20, 2028 to Feb 27, 2028 · 7 nights

Round trip from San Juan, Puerto Rico

Offers: Up to $450 Instant Savings on Caribbean Cruises, Fall Savings Sale - Up to 45% Off

Ports of call and details

From $669 per person, double occupancy$1,410

Interior, Up to $450 Instant Savings on Caribbean Cruises

Plus $140 taxes, fees and port expenses per person

Interior
$669$1,410
Balcony
$984$2,385
Oceanview
$1,019$1,860
Mini-Suite
$1,599$2,980
Suite
$2,959$5,050
Request this sailing

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Fares are per person, double occupancy.