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Sonata
Oceania Cruises
Mar 29, 2029 - Apr 12, 2029 (14 Nights)
Miami • Nassau • Ponta Delgada (Azores), Portugal • Funchal, Portugal • Malaga, Spain • Barcelona, Spain
Average Starting Price
$4,999pp
Jim's Onboard Credit
Zuiderdam
Holland America Line
Dec 5, 2026 - Dec 19, 2026 (14 Nights)
Miami • Grand Turk • San Juan, Puerto Rico • St. Thomas • Relaxaway Half Moon Cay • Miami • Relaxaway Half Moon Cay • Ocho Rios, Jamaica • George Town, Cayman Islands • Cozumel • Miami
Average Starting Price
$2,034pp
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!

Regal Princess
Princess Cruises
Jan 30, 2028 - Feb 13, 2028 (14 Nights)
Miami • St. Kitts • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Miami • Relaxaway Half Moon Cay • St. Thomas • Philipsburg, St. Maarten • Miami
Average Starting Price
$1,299pp
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!

Norwegian Joy
Norwegian Cruise Line
Jan 31, 2028 - Feb 9, 2028 (9 Nights)
Miami • Nassau • Cabo Rojo, Dominican Republic • Oranjestad, Aruba • Willemstad, Curacao • Falmouth, Jamaica • Miami
Average Starting Price
$1,089pp
Jim's Onboard Credit
Valiant Lady
Virgin Voyages
Jul 29, 2027 - Aug 2, 2027 (4 Nights)
Miami • Key West, Florida • Bimini • Miami
Average Starting Price
$840pp
Jim's Onboard Credit
Allure of the Seas
Royal Caribbean
Feb 28, 2027 - Mar 7, 2027 (7 Nights)
Miami • Philipsburg, St. Maarten • St. Thomas • Puerto Plata, Dominican Republic • Miami
Average Starting Price
$957pp
Jim's Onboard Credit
FREE Specialty Dining Meal
Independence of the Seas
Royal Caribbean
Feb 26, 2028 - Mar 4, 2028 (7 Nights)
Miami • St. Thomas • Samana, Dominican Republic • Puerto Plata, Dominican Republic • Miami
Average Starting Price
$874pp
Jim's Onboard Credit
Norwegian Viva
Norwegian Cruise Line
Jan 14, 2028 - Jan 17, 2028 (3 Nights)
Miami • Great Stirrup Cay • Miami
Average Starting Price
$399pp
Jim's Onboard Credit
40% OFF
Marina
Oceania Cruises
Dec 10, 2026 - Dec 22, 2026 (12 Nights)
Miami • St. Thomas • Gustavia, St. Barts • St John's, Antigua • Fort-De-France, Martinique • Basseterre, St. Kitts and Nevis • Philipsburg, St. Maarten • Tortola • Miami
Average Starting Price
$2,640pp
Jim's Onboard Credit
Norwegian Aura
Norwegian Cruise Line
Nov 27, 2027 - Dec 4, 2027 (7 Nights)
Miami • Roatan, Honduras • Harvest Caye, Belize • Costa Maya • Cozumel • Miami
Average Starting Price
$929pp
Jim's Onboard Credit
Icon of the Seas
Royal Caribbean
Feb 13, 2027 - Feb 20, 2027 (7 Nights)
Miami • Philipsburg, St. Maarten • St. Thomas • Perfect Day Cococay • Miami
Average Starting Price
$1,353pp
Jim's Onboard Credit
FREE Specialty Dining Meal
Seabourn Quest
Seabourn
Dec 28, 2028 - Jan 7, 2029 (10 Nights)
Miami • San Juan, Puerto Rico • St. Kitts • Little Bay, Montserrat • Saint Barthelemy, Gustavia • Great Harbor Jost Van Dyke, British Virgin Islands • Miami
Average Starting Price
$7,113pp
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!

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