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66% OFF
MSC Seashore
MSC Cruises
Nov 19, 2026 - Nov 29, 2026 (10 Nights)
Port Canaveral (Orlando), Florida • Nassau • Ocean Cay • Port Canaveral (Orlando), Florida • Nassau • Ocho Rios, Jamaica • George Town, Cayman Islands • Ocean Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$681pp
Jim's Onboard Credit
EXPLORA I
Explora Journeys
Jan 11, 2027 - Jan 29, 2027 (18 Nights)
Miami • Puerto Plata, Dominican Republic • Cayo Levantado, Dominican Republic • San Juan, Puerto Rico • St. Thomas • Virgin Gorda, British Virgin Islands • Miami • Ocho Rios, Jamaica • Santo Tomas de Castilla, Guatemala • Roatan, Honduras • Belize City • Key West, Florida • Miami
Average Starting Price
$9,975pp
Jim's Onboard Credit
Mariner of the Seas
Royal Caribbean
Apr 1, 2028 - Apr 8, 2028 (7 Nights)
New Orleans • Cozumel • George Town, Cayman Islands • Ocho Rios, Jamaica • New Orleans
Average Starting Price
$748pp
Jim's Onboard Credit
26% OFF
Seven Seas Grandeur
Regent Seven Seas Cruises
Dec 13, 2028 - Dec 27, 2028 (14 Nights)
Miami • Cozumel • Belize City • Roatan, Honduras • Limon, Costa Rica • Panama Canal, Panama • Colon, Panama • Ocho Rios, Jamaica • Cabo Rojo, Dominican Republic • Nassau • Miami
Average Starting Price
$9,999pp
Jim's Onboard Credit
48% OFF
MSC Grandiosa
MSC Cruises
Dec 23, 2027 - Jan 6, 2028 (14 Nights)
Port Canaveral (Orlando), Florida • Ocean Cay • Nassau • Puerto Plata, Dominican Republic • Grand Turk • Port Canaveral (Orlando), Florida • Ocean Cay • Ocho Rios, Jamaica • George Town, Cayman Islands • Cozumel • Port Canaveral (Orlando), Florida
Average Starting Price
$2,250pp
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!

Norwegian Joy
Norwegian Cruise Line
Dec 21, 2027 - Dec 30, 2027 (9 Nights)
Miami • Great Stirrup Cay • Cabo Rojo, Dominican Republic • Willemstad, Curacao • Ocho Rios, Jamaica • George Town, Cayman Islands • Miami
Average Starting Price
$1,399pp
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!

Norwegian Aqua
Norwegian Cruise Line
Dec 26, 2027 - Jan 2, 2028 (7 Nights)
Port Canaveral (Orlando), Florida • Great Stirrup Cay • Ocho Rios, Jamaica • George Town, Cayman Islands • Cozumel • Port Canaveral (Orlando), Florida
Average Starting Price
$1,649pp
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!

38% OFF
Carnival Legend
Carnival Cruise Line
Dec 27, 2026 - Jan 3, 2027 (7 Nights)
Tampa • Fun Day at Sea • Cozumel • Fun Day at Sea • Ocho Rios, Jamaica • George Town, Cayman Islands • Fun Day at Sea • Tampa
Average Starting Price
$1,136pp
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!

Regal Princess
Princess Cruises
Nov 8, 2026 - Nov 22, 2026 (14 Nights)
Fort Lauderdale • Celebration Key • Grand Turk • Nassau • Fort Lauderdale • George Town, Cayman Islands • Ocho Rios, Jamaica • Oranjestad, Aruba • Fort Lauderdale
Average Starting Price
$949pp
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!

31% OFF
Carnival Horizon
Carnival Cruise Line
Jan 6, 2029 - Jan 20, 2029 (14 Nights)
Galveston • Fun Day at Sea • Fun Day at Sea • Ocho Rios, Jamaica • Fun Day at Sea • St. Croix • Philipsburg, St. Maarten • St. Kitts • St. Thomas • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Fun Day at Sea • Fun Day at Sea • Fun Day at Sea • Galveston
Average Starting Price
$1,335pp
Jim's Onboard Credit
57% OFF
Margaritaville at Sea Islander
Margaritaville at Sea
Jan 9, 2027 - Jan 16, 2027 (7 Nights)
Tampa • Cozumel • Ocho Rios, Jamaica • George Town, Cayman Islands • Tampa
Average Starting Price
$649pp
Jim's Onboard Credit
Sonata
Oceania Cruises
Mar 8, 2029 - Mar 15, 2029 (7 Nights)
Miami • Cozumel • Ocho Rios, Jamaica • George Town, Cayman Islands • Miami
Average Starting Price
$3,599pp
Jim's Onboard Credit
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