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Silver Nova
Silversea
Jan 9, 2028 - Jan 20, 2028 (11 Nights)
Miami • San Juan, Puerto Rico • Soper's Hole, Tortola • Gustavia, St. Barts • St. Kitts • St John's, Antigua • St. John • Miami
Average Starting Price
$6,300pp
Jim's Onboard Credit
26% OFF
Seven Seas Prestige
Regent Seven Seas Cruises
Dec 18, 2027 - Dec 28, 2027 (10 Nights)
Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Gustavia, St. Barts • Roseau, Dominica • St John's, Antigua • Tortola • Miami
Average Starting Price
$8,349pp
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!

Sirena
Oceania Cruises
Nov 21, 2027 - Nov 28, 2027 (7 Nights)
Miami • Cozumel • Santo Tomas de Castilla, Guatemala • Harvest Caye, Belize • Costa Maya • Miami
Average Starting Price
$1,899pp
Jim's Onboard Credit
Oosterdam
Holland America Line
Dec 11, 2027 - Dec 22, 2027 (11 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • St. Kitts • Fort-De-France, Martinique • Roseau, Dominica • St John's, Antigua • San Juan, Puerto Rico • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$2,739pp
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!

Celebrity Ascent
Celebrity Cruises
Dec 3, 2027 - Dec 13, 2027 (10 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • Castries, St. Lucia • Bridgetown, Barbados • St John's, Antigua • Basseterre, St. Kitts and Nevis • Fort Lauderdale
Average Starting Price
$1,220pp
Jim's Onboard Credit
EXPLORA IV
Explora Journeys
Nov 20, 2027 - Nov 27, 2027 (7 Nights)
Miami • St. John • St John's, Antigua • Pointe-à-Pitre, Guadeloupe • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico
Average Starting Price
$4,125pp
Jim's Onboard Credit
Resilient Lady
Virgin Voyages
Apr 11, 2027 - Apr 18, 2027 (7 Nights)
Miami • George Town, Cayman Islands • Ocho Rios, Jamaica • Nassau • Bimini • Miami
Average Starting Price
$1,043pp
Jim's Onboard Credit
Ovation of the Seas
Royal Caribbean
Sep 3, 2027 - Sep 6, 2027 (3 Nights)
Los Angeles • Ensenada • Los Angeles
Average Starting Price
$542pp
Jim's Onboard Credit
Celebrity Reflection
Celebrity Cruises
May 28, 2027 - May 31, 2027 (3 Nights)
Fort Lauderdale • Key West, Florida • Bimini • Fort Lauderdale
Average Starting Price
$493pp
Jim's Onboard Credit
Disney Dream
Disney Cruise Line
May 14, 2027 - May 17, 2027 (3 Nights)
Port Canaveral (Orlando), Florida • Nassau • Disney Castaway Cay, Bahamas • Port Canaveral (Orlando), Florida
Average Starting Price
$1,074pp
Jim's Onboard Credit
Norwegian Getaway
Norwegian Cruise Line
Jul 9, 2027 - Jul 12, 2027 (3 Nights)
Miami • Great Stirrup Cay • Nassau • Miami
Average Starting Price
$409pp
Jim's Onboard Credit
51% OFF
MSC Grandiosa
MSC Cruises
Jun 26, 2027 - Jul 3, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Nassau • Ocean Cay • Cozumel • Costa Maya • Port Canaveral (Orlando), Florida
Average Starting Price
$778pp
Jim's Onboard Credit
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