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Norwegian Jewel
Norwegian Cruise Line
Dec 23, 2026 - Jan 4, 2027 (12 Nights)
Miami • Great Stirrup Cay • Cabo Rojo, Dominican Republic • Oranjestad, Aruba • Willemstad, Curacao • Philipsburg, St. Maarten • Tortola • St. Thomas • Puerto Plata, Dominican Republic • Miami
Average Starting Price
$1,599pp
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
Jan 9, 2028 - Jan 23, 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
$1,063pp
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!

Allure of the Seas
Royal Caribbean
Jan 2, 2028 - Jan 9, 2028 (7 Nights)
Miami • Nassau • Perfect Day Cococay • San Juan, Puerto Rico • Samana, Dominican Republic • Miami
Average Starting Price
$838pp
Jim's Onboard Credit
Norwegian Sun
Norwegian Cruise Line
Dec 21, 2026 - Jan 2, 2027 (12 Nights)
Miami • Great Stirrup Cay • Cabo Rojo, Dominican Republic • Oranjestad, Aruba • Willemstad, Curacao • Cartagena, Colombia • Panama Canal, Panama • Colon, Panama • Limon, Costa Rica • Miami
Average Starting Price
$1,819pp
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!

EXPLORA I
Explora Journeys
Nov 25, 2026 - Dec 13, 2026 (18 Nights)
Miami • Willemstad, Curacao • Oranjestad, Aruba • Santa Marta, Colombia • Cartagena, Colombia • George Town, Cayman Islands • Miami • Cozumel • Costa Maya • Santo Tomas de Castilla, Guatemala • Belize City • Roatan, Honduras • Miami
Average Starting Price
$12,185pp
Jim's Onboard Credit
Norwegian Aura
Norwegian Cruise Line
Jul 10, 2027 - Jul 17, 2027 (7 Nights)
Miami • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Miami
Average Starting Price
$1,349pp
Jim's Onboard Credit
Sonata
Oceania Cruises
Nov 16, 2028 - Dec 3, 2028 (17 Nights)
Miami • George Town, Cayman Islands • Cartagena, Colombia • Panama Canal, Panama • Puntarenas, Costa Rica • Corinto, Nicaragua • Puerto Quetzal, Guatemala • Acapulco, Mexico • Puerto Vallarta, Mexico • Los Angeles
Average Starting Price
$8,399pp
Jim's Onboard Credit
Norwegian Getaway
Norwegian Cruise Line
Jun 4, 2027 - Jun 7, 2027 (3 Nights)
Miami • Great Stirrup Cay • Nassau • Miami
Average Starting Price
$329pp
Jim's Onboard Credit
54% OFF
Carnival Sunrise
Carnival Cruise Line
Oct 11, 2027 - Oct 16, 2027 (5 Nights)
Miami • Celebration Key • Nassau • Relaxaway Half Moon Cay • Fun Day at Sea • Miami
Average Starting Price
$324pp
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!

41% OFF
Carnival Conquest
Carnival Cruise Line
Jul 12, 2027 - Jul 16, 2027 (4 Nights)
Miami • Relaxaway Half Moon Cay • Celebration Key • Fun Day at Sea • Miami
Average Starting Price
$462pp
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!

Valiant Lady
Virgin Voyages
Oct 7, 2027 - Oct 11, 2027 (4 Nights)
Miami • Key West, Florida • Bimini • Miami
Average Starting Price
$596pp
Jim's Onboard Credit
37% OFF
Carnival Magic
Carnival Cruise Line
Jul 3, 2027 - Jul 11, 2027 (8 Nights)
Miami • Relaxaway Half Moon Cay • Fun Day at Sea • San Juan, Puerto Rico • Philipsburg, St. Maarten • St. Thomas • Fun Day at Sea • Fun Day at Sea • Miami
Average Starting Price
$934pp
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!

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