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Brilliant Lady
Virgin Voyages
Jan 24, 2028 - Feb 3, 2028 (10 Nights)
Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • St. Croix • St. Thomas • Basseterre, St. Kitts and Nevis • Philipsburg, St. Maarten • Miami
Average Starting Price
$1,390pp
Jim's Onboard Credit
29% OFF
Seven Seas Mariner
Regent Seven Seas Cruises
Nov 17, 2028 - Nov 29, 2028 (12 Nights)
Miami • St. Thomas • Gustavia, St. Barts • St John's, Antigua • Pointe-à-Pitre, Guadeloupe • Basseterre, St. Kitts and Nevis • Philipsburg, St. Maarten • Tortola • Miami
Average Starting Price
$7,399pp
Jim's Onboard Credit
49% OFF
MSC Seashore
MSC Cruises
Nov 20, 2027 - Dec 5, 2027 (15 Nights)
Miami • Puerto Plata, Dominican Republic • St. Thomas • St John's, Antigua • Philipsburg, St. Maarten • Miami • Ocean Cay • Puerto Plata, Dominican Republic • Grand Turk • Miami
Average Starting Price
$1,540pp
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!

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
Icon of the Seas
Royal Caribbean
Jul 17, 2027 - Jul 24, 2027 (7 Nights)
Miami • Philipsburg, St. Maarten • St. Thomas • Perfect Day Cococay • Miami
Average Starting Price
$1,941pp
Jim's Onboard Credit
36% OFF
Carnival Festivale
Carnival Cruise Line
Nov 27, 2027 - Dec 5, 2027 (8 Nights)
Port Canaveral (Orlando), Florida • Fun Day at Sea • Fun Day at Sea • Philipsburg, St. Maarten • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Fun Day at Sea • Celebration Key • Port Canaveral (Orlando), Florida
Average Starting Price
$964pp
Jim's Onboard Credit
28% OFF
Seven Seas Prestige
Regent Seven Seas Cruises
Jan 27, 2028 - Feb 5, 2028 (9 Nights)
Miami • Gustavia, St. Barts • Basseterre, St. Kitts and Nevis • Castries, St. Lucia • Philipsburg, St. Maarten • Miami
Average Starting Price
$6,499pp
Jim's Onboard Credit
Star Legend
Windstar Cruises
Dec 20, 2027 - Dec 27, 2027 (7 Nights)
San Juan, Puerto Rico • St. John • Basseterre, St. Kitts and Nevis • Gustavia, St. Barts • Philipsburg, St. Maarten • Great Harbor Jost Van Dyke, British Virgin Islands • Virgin Gorda, British Virgin Islands • San Juan, Puerto Rico
Average Starting Price
$2,443pp
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
Jan 29, 2027 - Feb 17, 2027 (19 Nights)
Miami • Puerto Plata, Dominican Republic • Philipsburg, St. Maarten • Terre de Haut, Guadeloupe • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico • Gustavia, St. Barts • St. Pierre • Bridgetown, Barbados • Port of Spain, Trinidad • Port of Spain, Trinidad • Macapa, , Brazil • Santarem, Brazil • Boca da Valeria (Amazon River), Brazil • Manaus, Brazil • Manaus, Brazil
Average Starting Price
$11,735pp
Jim's Onboard Credit
Azamara Journey
Azamara
Jan 5, 2027 - Jan 14, 2027 (9 Nights)
San Juan, Puerto Rico • St. John • Great Harbor Jost Van Dyke, British Virgin Islands • Philipsburg, St. Maarten • St John's, Antigua • Basseterre, St. Kitts and Nevis • Tortola • Miami
Average Starting Price
$3,009pp
Jim's Onboard Credit
Star Princess
Princess Cruises
Mar 5, 2028 - Mar 14, 2028 (9 Nights)
Port Canaveral (Orlando), Florida • Grand Turk • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Philipsburg, St. Maarten • St. Thomas • Port Canaveral (Orlando), Florida
Average Starting Price
$904pp
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 Epic
Norwegian Cruise Line
Mar 9, 2028 - Mar 17, 2028 (8 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Philipsburg, St. Maarten • Tortola • Great Stirrup Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$1,089pp
Jim's Onboard Credit
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