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36% OFF
Carnival Firenze
Carnival Cruise Line
Apr 16, 2028 - Apr 30, 2028 (14 Nights)
Port Canaveral (Orlando), Florida • Fun Day at Sea • Fun Day at Sea • St. Thomas • St John's, Antigua • St. Lucia • Grenada • Bridgetown, Barbados • Fun Day at Sea • Philipsburg, St. Maarten • Tortola • San Juan, Puerto Rico • Fun Day at Sea • Fun Day at Sea • Port Canaveral (Orlando), Florida
Average Starting Price
$1,045pp
Jim's Onboard Credit
EXPLORA III
Explora Journeys
Feb 12, 2027 - Feb 28, 2027 (16 Nights)
San Juan, Puerto Rico • St. Thomas • St John's, Antigua • Terre de Haut, Guadeloupe • Puerto Plata, Dominican Republic • Miami • Puerto Plata, Dominican Republic • Cayo Levantado, Dominican Republic • San Juan, Puerto Rico • Virgin Gorda, British Virgin Islands • Road Bay, Anguilla • Miami
Average Starting Price
$10,950pp
Jim's Onboard Credit
Viking Sea
Viking
Feb 6, 2028 - Feb 16, 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
$4,299pp
Jim's Onboard Credit
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
$6,300pp
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!

46% OFF
MSC Meraviglia
MSC Cruises
Jan 10, 2027 - Jan 24, 2027 (14 Nights)
Miami • Grand Turk • Ocean Cay • Nassau • Miami • Philipsburg, St. Maarten • St John's, Antigua • St. Thomas • Puerto Plata, Dominican Republic • Miami
Average Starting Price
$1,175pp
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!

Vision of the Seas
Royal Caribbean
Mar 21, 2027 - Mar 28, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • St. Croix • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • San Juan, Puerto Rico
Average Starting Price
$850pp
Jim's Onboard Credit
FREE Specialty Dining Meal
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!

Silver Nova
Silversea
Jan 13, 2029 - Jan 22, 2029 (9 Nights)
Fort Lauderdale • San Juan del sur, Nicaragua • St. Kitts • Gustavia, St. Barts • St John's, Antigua • Roseau, Dominica • Soufrier Bay, St. Lucia • Bridgetown, Barbados
Average Starting Price
$4,200pp
Jim's Onboard Credit
Emerald Princess
Princess Cruises
Jan 2, 2028 - Jan 16, 2028 (14 Nights)
San Juan, Puerto Rico • Philipsburg, St. Maarten • St. Thomas • St John's, Antigua • St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico • Tortola • St. Kitts • Dominica • Grenada • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$1,378pp
Jim's Onboard Credit
Celebrity Constellation
Celebrity Cruises
Dec 5, 2026 - Dec 12, 2026 (7 Nights)
San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • Castries, St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$994pp
Jim's Onboard Credit
Valiant Lady
Virgin Voyages
Dec 26, 2026 - Jan 2, 2027 (7 Nights)
San Juan, Puerto Rico • Philipsburg, St. Maarten • Fort-De-France, Martinique • Bridgetown, Barbados • Castries, St. Lucia • St John's, Antigua • San Juan, Puerto Rico
Average Starting Price
$1,533pp
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
Dec 13, 2026 - Dec 27, 2026 (14 Nights)
Miami • St. John • St John's, Antigua • Terre de Haut, Guadeloupe • Philipsburg, St. Maarten • San Juan, Puerto Rico • Basseterre, St. Kitts and Nevis • Tortola • Gustavia, St. Barts • Gustavia, St. Barts • Road Bay, Anguilla • Miami
Average Starting Price
$9,335pp
Jim's Onboard Credit
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