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30% OFF
Vista
Oceania Cruises
Dec 21, 2026 - Dec 28, 2026 (7 Nights)
Miami • Tortola • St. Thomas • Nassau • Miami
Average Starting Price
$3,010pp
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!

Silver Ray
Silversea
Feb 25, 2029 - Mar 8, 2029 (11 Nights)
Miami • Grand Turk • Virgin Gorda, British Virgin Islands • St John's, Antigua • Gustavia, St. Barts • Road Bay, Anguilla • St. John • Miami
Average Starting Price
$9,700pp
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!

Regal Princess
Princess Cruises
Dec 12, 2027 - Dec 27, 2027 (15 Nights)
Miami • Belize City • Roatan, Honduras • Cozumel • Celebration Key • Miami • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Philipsburg, St. Maarten • Tortola • Miami
Average Starting Price
$1,458pp
Jim's Onboard Credit
Brilliant Lady
Virgin Voyages
Feb 8, 2027 - Feb 18, 2027 (10 Nights)
Miami • Philipsburg, St. Maarten • Tortola • St. Croix • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Bimini • Miami
Average Starting Price
$1,790pp
Jim's Onboard Credit
Celebrity Summit
Celebrity Cruises
Dec 19, 2027 - Dec 26, 2027 (7 Nights)
San Juan, Puerto Rico • Roseau, Dominica • Bridgetown, Barbados • Castries, St. Lucia • St John's, Antigua • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$763pp
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!

Brilliance of the Seas
Royal Caribbean
Dec 19, 2027 - Dec 26, 2027 (7 Nights)
Tampa • Cozumel • Roatan, Honduras • Costa Maya • Tampa
Average Starting Price
$1,030pp
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!

Disney Magic
Disney Cruise Line
Apr 4, 2027 - Apr 9, 2027 (5 Nights)
Galveston • Progreso, Mexico • Cozumel • Galveston
Average Starting Price
$1,335pp
Jim's Onboard Credit
60% OFF
MSC Seascape
MSC Cruises
Jul 18, 2027 - Jul 25, 2027 (7 Nights)
Galveston • Costa Maya • Roatan, Honduras • Cozumel • Galveston
Average Starting Price
$764pp
Jim's Onboard Credit
34% OFF
Carnival Celebration
Carnival Cruise Line
Jun 13, 2027 - Jun 20, 2027 (7 Nights)
Miami • Celebration Key • Fun Day at Sea • Cozumel • Isla Tropicale, Roatan • Fun Day at Sea • Fun Day at Sea • Miami
Average Starting Price
$939pp
Jim's Onboard Credit
Celebrity Beyond
Celebrity Cruises
Jul 11, 2027 - Jul 17, 2027 (6 Nights)
Miami • Perfect Day Cococay • Grand Turk • Puerto Plata, Dominican Republic • Miami
Average Starting Price
$1,164pp
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!

Celebrity Compass
Celebrity Cruises
Apr 20, 2028 - Apr 27, 2028 (7 Nights)
Zeebrugge (Bruges), Belgium • Antwerp, Belgium • Ghent, Belgium • Middelburg, Germany • Veere, Netherlands • Veerse Meer Scenic • Bruinisse, Netherlands • Bruinisse, Netherlands • Willemstad, Netherlands • Rotterdam, Netherlands • Rotterdam, Netherlands • Amsterdam, Netherlands • Amsterdam, Netherlands
Average Starting Price
$5,053pp
Jim's Onboard Credit
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