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32% OFF
MSC Seaside
MSC Cruises
Jun 14, 2027 - Jun 21, 2027 (7 Nights)
Miami • Nassau • Ocean Cay • Miami • Nassau • Ocean Cay • Miami
Average Starting Price
$845pp
Jim's Onboard Credit
Zuiderdam
Holland America Line
Mar 13, 2027 - Mar 24, 2027 (11 Nights)
Miami • Relaxaway Half Moon Cay • Grand Turk • Amber Cove, Dominican Republic • Willemstad, Curacao • Kralendijk, Bonaire • Oranjestad, Aruba • Cabo Rojo, Dominican Republic • Miami
Average Starting Price
$2,334pp
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!

51% OFF
MSC World America
MSC Cruises
May 22, 2027 - Jun 5, 2027 (14 Nights)
Miami • Roatan, Honduras • Costa Maya • Cozumel • Ocean Cay • Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Ocean Cay • Miami
Average Starting Price
$1,741pp
Jim's Onboard Credit

Jim Sr's Ship Pick
This ship never felt crowded - and the Pizza & Burger spot was a total win!

Brilliant Lady
Virgin Voyages
Mar 8, 2027 - Mar 18, 2027 (10 Nights)
Miami • Philipsburg, St. Maarten • Tortola • St. Croix • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Bimini • Miami
Average Starting Price
$1,290pp
Jim's Onboard Credit
26% OFF
Seven Seas Grandeur
Regent Seven Seas Cruises
Mar 20, 2028 - Apr 1, 2028 (12 Nights)
Miami • Cruising the Atlantic Ocean • Puerto Plata, Dominican Republic • Cayo Levantado, Dominican Republic • San Juan, Puerto Rico • Gustavia, St. Barts • Roseau, Dominica • Pointe-à-Pitre, Guadeloupe • Basseterre, St. Kitts and Nevis • Tortola • Atlantic Ocean cruising • Atlantic Ocean cruising • Miami
Average Starting Price
$8,599pp
Jim's Onboard Credit
25% OFF
Allura
Oceania Cruises
Dec 21, 2026 - Dec 28, 2026 (7 Nights)
Miami • Costa Maya • Roatan, Honduras • Harvest Caye, Belize • Cozumel • Miami
Average Starting Price
$3,112pp
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!

59% OFF
Margaritaville at Sea Beachcomber
Margaritaville at Sea
Jul 31, 2027 - Aug 7, 2027 (7 Nights)
Miami • Philipsburg, St. Maarten • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Miami
Average Starting Price
$799pp
Jim's Onboard Credit
Scarlet Lady
Virgin Voyages
Mar 1, 2027 - Mar 6, 2027 (5 Nights)
Miami • Puerto Plata, Dominican Republic • Bimini • Miami
Average Starting Price
$845pp
Jim's Onboard Credit
Resilient Lady
Virgin Voyages
Dec 19, 2027 - Dec 26, 2027 (7 Nights)
Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Bimini • Miami
Average Starting Price
$1,253pp
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!

21% OFF
Seven Seas Prestige
Regent Seven Seas Cruises
Feb 16, 2028 - Mar 2, 2028 (15 Nights)
Miami • Tortola • Roseau, Dominica • Castries, St. Lucia • Bridgetown, Barbados • Grenada • Kralendijk, Bonaire • Willemstad, Curacao • Oranjestad, Aruba • George Town, Cayman Islands • Miami
Average Starting Price
$13,049pp
Jim's Onboard Credit
Silver Spirit
Silversea
Jan 30, 2029 - Feb 11, 2029 (12 Nights)
Miami • San Juan del sur, Nicaragua • Road Bay, Anguilla • St. Kitts • Roseau, Dominica • St John's, Antigua • Gustavia, St. Barts • Virgin Gorda, British Virgin Islands • Miami
Average Starting Price
$5,300pp
Jim's Onboard Credit
Seabourn Quest
Seabourn
Jan 7, 2028 - Mar 4, 2028 (57 Nights)
Miami • Panama Canal Cruising • Panama City (Fuerte Amador), Panama • Panama City (Fuerte Amador), Panama • Guayaquil, Ecuador • Salaverry (Trujillo), Peru • Lima, Peru • Lima, Peru • Lima, Peru • General San Martin, Peru • Easter Island (Sail By), Chile • Easter Island (Sail By), Chile • Robinson Crusoe Island, Chile • Santa Clara Island, Chile • Valparaíso, Chile • Puerto Montt, Chile • Castro, Chile • Scenic Cruising Gulf of Corcovado • Chacabuco, Chile • Scenic Cruising Wide Channel • Scenic Cruising Eyre Fjord • Pio XI Glacier, Chile • Scenic Cruising Peel Fjord • Brujo Glacier, Chile • Scenic Cruising Sarmiento Channel • Magellan Strait • Punta Arenas, Chile • Garibaldi Glacier, Chile • Ushuaia, Argentina • The Seabourn Antarctic Experience • The Seabourn Antarctic Experience • The Seabourn Antarctic Experience • The Seabourn Antarctic Experience • The Seabourn Antarctic Experience • The Seabourn Falkland Island Experience • The Seabourn Falkland Island Experience • Port Stanley, Falkland Islands • Montevideo, Uruguay • Buenos Aires, Argentina
Average Starting Price
$38,488pp
Jim's Onboard Credit
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