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Regal Princess
Princess Cruises
Dec 19, 2027 - Jan 2, 2028 (14 Nights)
Miami • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Philipsburg, St. Maarten • Tortola • Miami • Celebration Key • Amber Cove, Dominican Republic • Grand Turk • Miami
Average Starting Price
$2,333pp
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!

Wonder of the Seas
Royal Caribbean
May 7, 2027 - May 10, 2027 (3 Nights)
Miami • Perfect Day Cococay • Nassau • Miami
Average Starting Price
$615pp
Jim's Onboard Credit
48% OFF
MSC World Atlantic
MSC Cruises
Jan 2, 2028 - Jan 8, 2028 (6 Nights)
Port Canaveral (Orlando), Florida • Grand Turk • Puerto Plata, Dominican Republic • Ocean Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$932pp
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
Apr 5, 2027 - Apr 9, 2027 (4 Nights)
Miami • Great Stirrup Cay • Nassau • Miami
Average Starting Price
$279pp
Jim's Onboard Credit
Silver Ray
Silversea
Jan 5, 2027 - Jan 16, 2027 (11 Nights)
Miami • San Juan, Puerto Rico • St. John • St. Kitts • Deshaies, Guadeloupe • St John's, Antigua • Tortola • Miami
Average Starting Price
$9,600pp
Jim's Onboard Credit
Celebrity Summit
Celebrity Cruises
Dec 12, 2027 - Dec 19, 2027 (7 Nights)
San Juan, Puerto Rico • Kingstown, Saint Vincent Island, Saint Vincent • Bridgetown, Barbados • Fort-De-France, Martinique • St John's, Antigua • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$660pp
Jim's Onboard Credit
Star Princess
Princess Cruises
Dec 22, 2027 - Jan 5, 2028 (14 Nights)
Port Canaveral (Orlando), Florida • Celebration Key • Tortola • Philipsburg, St. Maarten • Martinique • St. Lucia • St John's, Antigua • St. Kitts • St. Thomas • Grand Turk • Port Canaveral (Orlando), Florida
Average Starting Price
$1,579pp
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!

Disney Magic
Disney Cruise Line
Dec 22, 2027 - Dec 27, 2027 (5 Nights)
Galveston • Cozumel • Progreso, Mexico • Galveston
Average Starting Price
$1,925pp
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!

33% OFF
Carnival Spirit
Carnival Cruise Line
Dec 18, 2027 - Dec 26, 2027 (8 Nights)
Tampa • Fun Day at Sea • Fun Day at Sea • Limon, Costa Rica • Colon, Panama • Fun Day at Sea • George Town, Cayman Islands • Fun Day at Sea • Tampa
Average Starting Price
$1,171pp
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!

Sky Princess
Princess Cruises
Dec 19, 2027 - Jan 2, 2028 (14 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Falmouth, Jamaica • George Town, Cayman Islands • Cozumel • Fort Lauderdale • Amber Cove, Dominican Republic • San Juan, Puerto Rico • St. Kitts • Fort Lauderdale
Average Starting Price
$2,113pp
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!

Vista
Oceania Cruises
Jan 7, 2029 - Jan 19, 2029 (12 Nights)
Miami • St. Thomas • Philipsburg, St. Maarten • Basseterre, St. Kitts and Nevis • Willemstad, Curacao • Oranjestad, Aruba • Cartagena, Colombia • Panama Canal, Panama • Panama City (Fuerte Amador), Panama • Panama City (Fuerte Amador), Panama
Average Starting Price
$5,199pp
Jim's Onboard Credit
Viking Sky
Viking
Feb 17, 2028 - Feb 27, 2028 (10 Nights)
San Juan, Puerto Rico • St. Thomas • Basseterre, St. Kitts and Nevis • Castries, St. Lucia • Bridgetown, Barbados • Roseau, Dominica • St John's, Antigua • Philipsburg, St. Maarten • St. Croix • San Juan, Puerto Rico
Average Starting Price
$4,499pp
Jim's Onboard Credit
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