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Sailings that call at San Juan

Cunard, Holland America Line, Princess Cruises, Seabourn

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Showing 31–60 of 343 sailings

Princess Cruises · Regal Princess · Caribbean

Eastern Caribbean Adventurer with Celebration Key Holiday

Dec 20, 2026 to Jan 3, 2027 · 14 nights

Round trip from Ft. Lauderdale, Florida

Offers: Last Minute Cruise Deals

Ports of call and details

From $904 per person, double occupancy$3,199

Interior, Last Minute Cruise Deals

Plus $395 taxes, fees and port expenses per person

Interior
$904$3,199
Balcony
$1,760$5,829
Mini-Suite
$2,227$7,899
Oceanview
Suite
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Princess Cruises · Sun Princess · Caribbean

Eastern Caribbean with Celebration Key Holiday

Dec 20, 2026 to Dec 27, 2026 · 7 nights

Round trip from Ft. Lauderdale, Florida

Offers: Last Minute Cruise Deals

Ports of call and details

From $604 per person, double occupancy$1,789

Interior, Last Minute Cruise Deals

Plus $215 taxes, fees and port expenses per person

Interior
$604$1,789
Oceanview
$954$2,149
Balcony
$1,174$2,449
Mini-Suite
$1,484$3,599
Suite
Request this sailing

Princess Cruises · Sun Princess · Caribbean

Eastern/Western Caribbean with Celebration Key Holiday

Dec 20, 2026 to Jan 3, 2027 · 14 nights

Round trip from Ft. Lauderdale, Florida

Offers: Last Minute Cruise Deals

Ports of call and details

From $3,225 per person, double occupancy$4,509

Oceanview, Last Minute Cruise Deals

Plus $333 taxes, fees and port expenses per person

Oceanview
$3,225$4,509
Balcony
$3,555$5,139
Interior
Mini-Suite
Suite
Request this sailing

Seabourn · Seabourn Quest · Caribbean

16-Day Leeward Island Holiday

Dec 20, 2026 to Jan 5, 2027 · 16 nights

Round trip from Miami, Florida, US

Offers: Explore Beyond Event

Ports of call and details

From $10,998 per guest based on double occupancy

Ocean View, Explore Beyond Event

Taxes and fees included

Ocean View
$10,998
Veranda Suite
$11,998
Penthouse Suite
$20,998
Owner's Suite and Above
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Holland America Line · Volendam · Caribbean

14-Day Southern Caribbean: ABC & Windward Islands Holiday

Dec 22, 2026 to Jan 5, 2027 · 14 nights

Round trip from Fort Lauderdale, Florida, US

Offers: Have It All - Our Premium Cruise Package, Holiday Cruises, Save on Sunshine

Ports of call and details

From $1,599 per person, double occupancy$2,509

Inside, Holiday Cruises

Taxes and fees included

Inside
$1,599$2,509
Ocean View
$1,649$2,559
Neptune Suite
$19,954$20,794
Request this sailing

Holland America Line · Zuiderdam · Caribbean

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

Dec 26, 2026 to Jan 2, 2027 · 7 nights

Round trip from Miami, Florida, US

Offers: Holiday Cruises, Save on Sunshine

Ports of call and details

From $899 per person, double occupancy$1,354

Inside, Holiday Cruises

Taxes and fees included

Inside
$899$1,354
Ocean View
$949$1,404
Verandah
$1,599$2,054
Signature Suite
$1,899$2,354
Request this sailing

Princess Cruises · Regal Princess · Caribbean

Eastern Caribbean with Puerto Rico Holiday

Dec 26, 2026 to Jan 3, 2027 · 8 nights

Round trip from Ft. Lauderdale, Florida

Offers: Last Minute Cruise Deals

Ports of call and details

From $1,025 per person, double occupancy$1,829

Interior, Last Minute Cruise Deals

Plus $204 taxes, fees and port expenses per person

Interior
$1,025$1,829
Oceanview
$1,115$2,199
Balcony
$1,245$2,749
Mini-Suite
$1,995$4,349
Suite
Request this sailing

Princess Cruises · Regal Princess · Caribbean

Eastern Caribbean Adventurer with Celebration Key Holiday

Dec 26, 2026 to Jan 9, 2027 · 14 nights

Round trip from Ft. Lauderdale, Florida

Offers: Last Minute Cruise Deals

Ports of call and details

From $834 per person, double occupancy$2,809

Interior, Last Minute Cruise Deals

Plus $395 taxes, fees and port expenses per person

Interior
$834$2,809
Balcony
$1,009
Mini-Suite
$1,692
Oceanview
Suite
Request this sailing

Holland America Line · Nieuw Statendam · Caribbean

14-Day Eastern Caribbean Holiday: Bahamas & San Juan

Dec 27, 2026 to Jan 10, 2027 · 14 nights

Round trip from Fort Lauderdale, Florida, US

Offers: Have It All - Our Premium Cruise Package, Holiday Cruises, Save on Sunshine

Ports of call and details

From $1,249 per person, double occupancy$2,149

Inside, Holiday Cruises

Taxes and fees included

Inside
$1,249$2,149
Ocean View
$1,569$2,469
Verandah
$1,689$2,589
Request this sailing

Princess Cruises · Crown Princess · Caribbean

Southern Caribbean with Barbados and St. Lucia Holiday

Dec 27, 2026 to Jan 3, 2027 · 7 nights

Round trip from San Juan, Puerto Rico

Offers: Last Minute Cruise Deals

Ports of call and details

From $859 per person, double occupancy$1,509

Interior, Last Minute Cruise Deals

Plus $152 taxes, fees and port expenses per person

Interior
$859$1,509
Oceanview
$999$2,719
Balcony
$1,659$2,499
Mini-Suite
$3,769$5,199
Suite
Request this sailing

Princess Cruises · Crown Princess · Caribbean

Southern Caribbean Adventurer

Dec 27, 2026 to Jan 10, 2027 · 14 nights

Round trip from San Juan, Puerto Rico

Offers: Last Minute Cruise Deals

Ports of call and details

From $1,690 per person, double occupancy$2,369

Interior, Last Minute Cruise Deals

Plus $248 taxes, fees and port expenses per person

Interior
$1,690$2,369
Oceanview
$1,950$4,229
Balcony
$3,110$4,049
Mini-Suite
$5,640$5,759
Suite
Request this sailing

Princess Cruises · Enchanted Princess · Caribbean

Eastern Caribbean with St. Kitts Holiday

Dec 27, 2026 to Jan 6, 2027 · 10 nights

Round trip from Ft. Lauderdale, Florida

Offers: Last Minute Cruise Deals

Ports of call and details

From $827 per person, double occupancy$2,849

Interior, Last Minute Cruise Deals

Plus $262 taxes, fees and port expenses per person

Interior
$827$2,849
Balcony
$1,577$4,439
Mini-Suite
$5,467$6,169
Oceanview
Suite
Request this sailing

Princess Cruises · Sky Princess · Caribbean

Eastern Caribbean with Puerto Rico Holiday

Dec 27, 2026 to Jan 4, 2027 · 8 nights

Round trip from Port Canaveral (Orlando), Florida

Offers: Last Minute Cruise Deals

Ports of call and details

From $997 per person, double occupancy$1,829

Interior, Last Minute Cruise Deals

Plus $243 taxes, fees and port expenses per person

Interior
$997$1,829
Oceanview
$1,067$3,199
Balcony
$1,207$3,549
Suite
$9,097$19,499
Mini-Suite
Request this sailing

Princess Cruises · Sun Princess · Caribbean

Eastern/Western Caribbean Adventurer

Dec 27, 2026 to Jan 10, 2027 · 14 nights

Round trip from Ft. Lauderdale, Florida

Offers: Last Minute Cruise Deals

Ports of call and details

From $2,778 per person, double occupancy$3,109

Interior, Last Minute Cruise Deals

Plus $340 taxes, fees and port expenses per person

Interior
$2,778$3,109
Oceanview
$2,938$3,649
Balcony
$3,918$5,299
Mini-Suite
Suite
Request this sailing

Holland America Line · Rotterdam · Caribbean

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

Jan 2, 2027 to Jan 23, 2027 · 21 nights

Round trip from Fort Lauderdale, Florida, US

Offers: Save on Sunshine

Ports of call and details

From $2,084 per person, double occupancy$3,434

Inside, Save on Sunshine

Taxes and fees included

Inside
$2,084$3,434
Ocean View
$3,074$4,424
Verandah
$3,524$4,874
Request this sailing

Holland America Line · Nieuw Statendam · Caribbean

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

Jan 3, 2027 to Jan 10, 2027 · 7 nights

Round trip from Fort Lauderdale, Florida, US

Offers: Have It All - Our Premium Cruise Package, Save on Sunshine, Top 10 Cruises

Ports of call and details

From $499 per person, double occupancy

Inside, Save on Sunshine

Taxes and fees included

Inside
$499
Ocean View
$699$1,254
Verandah
$749$1,354
Signature Suite
$2,499$3,154
Request this sailing

Holland America Line · Nieuw Statendam · Caribbean

14-Day Eastern & Western Caribbean: San Juan & Mexico

Jan 3, 2027 to Jan 17, 2027 · 14 nights

Round trip from Fort Lauderdale, Florida, US

Offers: Have It All - Our Premium Cruise Package, Save on Sunshine

Ports of call and details

From $1,129 per person, double occupancy$2,029

Inside, Save on Sunshine

Taxes and fees included

Inside
$1,129$2,029
Ocean View
$1,489$2,389
Verandah
$1,669$2,569
Signature Suite
$5,169$6,069
Request this sailing

Princess Cruises · Crown Princess · Caribbean

Southern Caribbean with Barbados and St. Kitts

Jan 3, 2027 to Jan 10, 2027 · 7 nights

Round trip from San Juan, Puerto Rico

Offers: Last Minute Cruise Deals

Ports of call and details

From $831 per person, double occupancy$859

Interior, Last Minute Cruise Deals

Plus $128 taxes, fees and port expenses per person

Interior
$831$859
Oceanview
$951$1,509
Balcony
$1,451$1,549
Mini-Suite
$2,521
Suite
Request this sailing

Princess Cruises · Crown Princess · Caribbean

Southern Caribbean Adventurer

Jan 3, 2027 to Jan 17, 2027 · 14 nights

Round trip from San Juan, Puerto Rico

Offers: Last Minute Cruise Deals

Ports of call and details

From $1,358 per person, double occupancy$1,709

Interior, Last Minute Cruise Deals

Plus $248 taxes, fees and port expenses per person

Interior
$1,358$1,709
Oceanview
$1,658$2,999
Balcony
$3,008$3,079
Mini-Suite
$4,598
Suite
Request this sailing

Princess Cruises · Crown Princess · Caribbean

Eastern Caribbean with St. Kitts

Jan 3, 2027 to Jan 8, 2027 · 5 nights

San Juan, Puerto Rico to Barbados

Offers: Last Minute Cruise Deals

Ports of call and details

From $590 per person, double occupancy$1,060

Interior, Last Minute Cruise Deals

Plus $90 taxes, fees and port expenses per person

Interior
$590$1,060
Oceanview
$675$1,310
Balcony
$1,030$1,800
Mini-Suite
$1,648$2,100
Suite
Request this sailing

Princess Cruises · Sun Princess · Caribbean

Eastern Caribbean with Puerto Rico Holiday

Jan 3, 2027 to Jan 10, 2027 · 7 nights

Round trip from Ft. Lauderdale, Florida

Offers: Last Minute Cruise Deals

Ports of call and details

From $517 per person, double occupancy$1,079

Interior, Last Minute Cruise Deals

Plus $212 taxes, fees and port expenses per person

Interior
$517$1,079
Oceanview
$827$1,439
Balcony
$887$1,599
Mini-Suite
$1,587$2,549
Suite
Request this sailing

Princess Cruises · Sun Princess · Caribbean

Eastern/Western Caribbean Adventurer with Celebration Key

Jan 3, 2027 to Jan 17, 2027 · 14 nights

Round trip from Ft. Lauderdale, Florida

Offers: Last Minute Cruise Deals

Ports of call and details

From $1,187 per person, double occupancy$2,479

Interior, Last Minute Cruise Deals

Plus $373 taxes, fees and port expenses per person

Interior
$1,187$2,479
Oceanview
$1,427$3,019
Balcony
$2,157$4,139
Mini-Suite
Suite
Request this sailing

Holland America Line · Volendam · World/Grand Voyage

129-Day Grand World Voyage

Jan 5, 2027 to May 15, 2027 · 129 nights

Round trip from Fort Lauderdale, Florida, US

Ports of call and details

From $28,009 per person, double occupancy

Inside

Taxes and fees included

Inside
$28,009
Ocean View
$31,009
Neptune Suite
$233,429
Request this sailing

Princess Cruises · Enchanted Princess · Caribbean

Eastern Caribbean with St. Kitts & Celebration Key

Jan 6, 2027 to Jan 16, 2027 · 10 nights

Round trip from Ft. Lauderdale, Florida

Offers: Last Minute Cruise Deals

Ports of call and details

From $1,287 per person, double occupancy$1,479

Interior, Last Minute Cruise Deals

Plus $245 taxes, fees and port expenses per person

Interior
$1,287$1,479
Balcony
$1,384$2,749
Mini-Suite
$2,204$3,349
Suite
$8,309
Oceanview
Request this sailing

Princess Cruises · Crown Princess · Caribbean

Southern Caribbean with St. Lucia

Jan 8, 2027 to Jan 15, 2027 · 7 nights

Round trip from Barbados

Offers: Last Minute Cruise Deals

Ports of call and details

From $1,159 per person, double occupancy$1,530

Interior, Last Minute Cruise Deals

Plus $140 taxes, fees and port expenses per person

Interior
$1,159$1,530
Oceanview
$1,559$2,049
Balcony
$1,789$2,590
Mini-Suite
$2,699$3,960
Suite
Request this sailing

Princess Cruises · Crown Princess · Caribbean

Southern Caribbean with Barbados and St. Lucia

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

Round trip from San Juan, Puerto Rico

Offers: Last Minute Cruise Deals

Ports of call and details

From $527 per person, double occupancy$839

Interior, Last Minute Cruise Deals

Plus $152 taxes, fees and port expenses per person

Interior
$527$839
Oceanview
$747$1,549
Balcony
$1,637
Mini-Suite
$2,277
Suite
Request this sailing

Princess Cruises · Crown Princess · Caribbean

Southern Caribbean Adventurer

Jan 10, 2027 to Jan 24, 2027 · 14 nights

Round trip from San Juan, Puerto Rico

Offers: Last Minute Cruise Deals

Ports of call and details

From $1,428 per person, double occupancy$1,709

Interior, Last Minute Cruise Deals

Plus $248 taxes, fees and port expenses per person

Interior
$1,428$1,709
Oceanview
$1,798$2,999
Balcony
$3,918
Mini-Suite
$5,598
Suite
Request this sailing

Princess Cruises · Sky Princess · Caribbean

Eastern Caribbean with Puerto Rico & Celebration Key

Jan 10, 2027 to Jan 18, 2027 · 8 nights

Round trip from Port Canaveral (Orlando), Florida

Offers: Last Minute Cruise Deals

Ports of call and details

From $723 per person, double occupancy$1,079

Interior, Last Minute Cruise Deals

Plus $226 taxes, fees and port expenses per person

Interior
$723$1,079
Balcony
$904$2,189
Mini-Suite
$1,273$2,659
Suite
$9,291$12,999
Oceanview
Request this sailing

Princess Cruises · Sun Princess · Caribbean

Eastern/Western Caribbean Adventurer with Celebration Key

Jan 10, 2027 to Jan 24, 2027 · 14 nights

Round trip from Ft. Lauderdale, Florida

Offers: Last Minute Cruise Deals

Ports of call and details

From $1,144 per person, double occupancy$2,259

Interior, Last Minute Cruise Deals

Plus $374 taxes, fees and port expenses per person

Interior
$1,144$2,259
Oceanview
$1,284$3,099
Balcony
$2,214$4,139
Mini-Suite
$2,534$5,349
Suite
Request this sailing

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Fares are per person, double occupancy.