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Port: San Juan, Puerto Rico×
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29% OFF
Seven Seas Prestige
Regent Seven Seas Cruises
Dec 20, 2028 - Dec 30, 2028 (10 Nights)
Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • Gustavia, St. Barts • Tortola • Miami
Average Starting Price
$7,399pp
Jim's Onboard Credit

Phyllis' Holiday Pick
Best time of the year to cruise! I love spending the holidays cruising with my family! The ships are beautifully decorated, and ringing in New Year’s Eve at sea is an experience I’ll never forget!

Celebrity Constellation
Celebrity Cruises
Feb 27, 2027 - Mar 6, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • Basseterre, St. Kitts and Nevis • Roseau, Dominica • Castries, St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$701pp
Jim's Onboard Credit
Azamara Quest
Azamara
Nov 21, 2027 - Nov 28, 2027 (7 Nights)
San Juan, Puerto Rico • Virgin Gorda, British Virgin Islands • St John's, Antigua • St. Pierre • Port Elizabeth (Bequia), Saint Vincent and the Grenadines • Grenada • Scarborough (Tobago), Trinidad and Tobago • Bridgetown, Barbados
Average Starting Price
$1,779pp
Jim's Onboard Credit
Sun Princess
Princess Cruises
Jan 8, 2028 - Jan 15, 2028 (7 Nights)
Fort Lauderdale • Celebration Key • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Grand Turk • Fort Lauderdale
Average Starting Price
$629pp
Jim's Onboard Credit

Luke's Port Pick
Grand Turk has it all - stunning ship views, a pool, great snorkeling, and crystal-clear water! This port will always be my favorite!

Valiant Lady
Virgin Voyages
Feb 27, 2027 - Mar 6, 2027 (7 Nights)
San Juan, Puerto Rico • Oranjestad, Aruba • Willemstad, Curacao • Fort-De-France, Martinique • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico
Average Starting Price
$1,043pp
Jim's Onboard Credit
47% OFF
Carnival Vista
Carnival Cruise Line
Sep 25, 2027 - Oct 2, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Celebration Key • Fun Day at Sea • San Juan, Puerto Rico • St. Thomas • Fun Day at Sea • Fun Day at Sea • Port Canaveral (Orlando), Florida
Average Starting Price
$550pp
Jim's Onboard Credit
Zuiderdam
Holland America Line
Jan 6, 2028 - Feb 3, 2028 (28 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Philipsburg, St. Maarten • Fort-De-France, Martinique • Scarborough (Tobago), Trinidad and Tobago • Barra Norte Sea, Brazil • Crossing the Amazon River Bar, Brazil • Barra Norte River, Brazil • Cruising the Amazon River • Macapa, , Brazil • Cruising the Amazon River • Crossing the Equator • Santarem, Brazil • Boca da Valeria (Amazon River), Brazil • Manaus, Brazil • Manaus, Brazil • Parintins, Brazil • Alter Do Chao, Brazil • Crossing the Equator • Cruising the Amazon River • Barra Norte River, Brazil • Crossing the Amazon River Bar, Brazil • Barra Norte Sea, Brazil • Crossing the Equator • Devil's Island, France • Bridgetown, Barbados • Roseau, Dominica • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico • Fort Lauderdale
Average Starting Price
$8,384pp
Jim's Onboard Credit

Jim's Port Pick
Half Moon Cay is one of my all-time favorite private islands - the sand is unbelievably soft, hands-down the best I’ve ever felt!

EXPLORA IV
Explora Journeys
Dec 30, 2027 - Jan 6, 2028 (7 Nights)
San Juan, Puerto Rico • St. John • New Year Fireworks SJU • New Year Fireworks SJU • Cayo Levantado, Dominican Republic • Puerto Plata, Dominican Republic • Ocean Cay • Miami
Average Starting Price
$5,285pp
Jim's Onboard Credit

Phyllis' Holiday Pick
Best time of the year to cruise! I love spending the holidays cruising with my family! The ships are beautifully decorated, and ringing in New Year’s Eve at sea is an experience I’ll never forget!

Norwegian Dawn
Norwegian Cruise Line
Feb 7, 2028 - Feb 17, 2028 (10 Nights)
Jacksonville • Grand Bahama Island • Great Stirrup Cay • Puerto Plata, Dominican Republic • Samana, Dominican Republic • Tortola • San Juan, Puerto Rico • Jacksonville
Average Starting Price
$1,059pp
Jim's Onboard Credit
Norwegian Prima
Norwegian Cruise Line
Mar 28, 2027 - Apr 4, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • St. Thomas • St. Lucia • Oranjestad, Aruba • San Juan, Puerto Rico
Average Starting Price
$1,059pp
Jim's Onboard Credit
Silver Dawn
Silversea
Jan 25, 2028 - Feb 5, 2028 (11 Nights)
San Juan, Puerto Rico • Great Harbor Jost Van Dyke, British Virgin Islands • Gustavia, St. Barts • Roseau, Dominica • Canouan, Saint Vincent and the Grenadines • Grenada • Willemstad, Curacao • Kralendijk, Bonaire • St. John • San Juan, Puerto Rico
Average Starting Price
$4,800pp
Jim's Onboard Credit
37% OFF
Carnival Firenze
Carnival Cruise Line
Mar 19, 2028 - Apr 2, 2028 (14 Nights)
Port Canaveral (Orlando), Florida • Fun Day at Sea • Fun Day at Sea • St. Thomas • St John's, Antigua • St. Lucia • Grenada • Bridgetown, Barbados • Fun Day at Sea • Philipsburg, St. Maarten • St. Croix • San Juan, Puerto Rico • Fun Day at Sea • Fun Day at Sea • Port Canaveral (Orlando), Florida
Average Starting Price
$1,037pp
Jim's Onboard Credit
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