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38% OFF
Carnival Firenze
Carnival Cruise Line
Jan 23, 2028 - Feb 6, 2028 (14 Nights)
Port Canaveral (Orlando), Florida • Fun Day at Sea • Fun Day at Sea • St. Thomas • St John's, Antigua • Pointe-à-Pitre, Guadeloupe • Martinique • Grenada • Bridgetown, Barbados • Fun Day at Sea • Philipsburg, St. Maarten • San Juan, Puerto Rico • Fun Day at Sea • Fun Day at Sea • Port Canaveral (Orlando), Florida
Average Starting Price
$974pp
Jim's Onboard Credit
Star Princess
Princess Cruises
Dec 9, 2028 - Dec 16, 2028 (7 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • St. Thomas • Philipsburg, St. Maarten • Fort Lauderdale
Average Starting Price
$938pp
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!

Caribbean Princess
Princess Cruises
Jan 7, 2029 - Jan 14, 2029 (7 Nights)
San Juan, Puerto Rico • St. Thomas • St. Kitts • Dominica • Grenada • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$875pp
Jim's Onboard Credit
Norwegian Aura
Norwegian Cruise Line
Jun 26, 2027 - Jul 3, 2027 (7 Nights)
Miami • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Miami
Average Starting Price
$1,299pp
Jim's Onboard Credit
46% OFF
Carnival Venezia
Carnival Cruise Line
Dec 13, 2026 - Dec 20, 2026 (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
$595pp
Jim's Onboard Credit
Allure of the Seas
Royal Caribbean
Dec 20, 2026 - Dec 27, 2026 (7 Nights)
Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • St. Thomas • Miami
Average Starting Price
$1,524pp
Jim's Onboard Credit
FREE Specialty Dining Meal

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 Beyond
Celebrity Cruises
Jan 31, 2027 - Feb 7, 2027 (7 Nights)
Fort Lauderdale • Puerto Plata, Dominican Republic • St. Thomas • Basseterre, St. Kitts and Nevis • Fort Lauderdale
Average Starting Price
$1,020pp
Jim's Onboard Credit
Norwegian Epic
Norwegian Cruise Line
Jan 28, 2028 - Feb 4, 2028 (7 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$849pp
Jim's Onboard Credit
Rhapsody of the Seas
Royal Caribbean
Jan 15, 2028 - Jan 22, 2028 (7 Nights)
San Juan, Puerto Rico • St. Thomas • Roseau, Dominica • St John's, Antigua • Philipsburg, St. Maarten • St. Croix • San Juan, Puerto Rico
Average Starting Price
$869pp
Jim's Onboard Credit
Scarlet Lady
Virgin Voyages
Apr 15, 2028 - Apr 22, 2028 (7 Nights)
San Juan, Puerto Rico • St. Thomas • Basseterre, St. Kitts and Nevis • Castries, St. Lucia • St John's, Antigua • Philipsburg, St. Maarten • San Juan, Puerto Rico
Average Starting Price
$1,043pp
Jim's Onboard Credit
Rotterdam
Holland America Line
Mar 6, 2027 - Mar 27, 2027 (21 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Falmouth, Jamaica • George Town, Cayman Islands • Mahogany Bay, Honduras • Belize City • Cozumel • Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • Fort-De-France, Martinique • St. Kitts • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$3,949pp
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!

Azamara Onward
Azamara
Nov 25, 2027 - Dec 22, 2027 (27 Nights)
Athens (Piraeus), Greece • Valletta, Malta • Syracuse (Sicily), Italy • Catania, Sicily, Italy • Salerno, Italy • Salerno, Italy • Rome (Civitavecchia), Italy • Trapani, Italy • La Goulette, Tunisia • Alger, Algeria • Cartagena, Spain • Motril, Spain • Malaga, Spain • Tangier, Morocco • St. Thomas • Miami
Average Starting Price
$5,429pp
Jim's Onboard Credit

Jim's Ship Pick
One of my absolute favorite ships! Small, simple, and luxurious without feeling stuffy - and perfect for immersive, port-intensive cruises!

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