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11% OFF
Seven Seas Prestige
Regent Seven Seas Cruises
Jan 10, 2027 - Jan 20, 2027 (10 Nights)
Miami • Philipsburg, St. Maarten • Pointe-à-Pitre, Guadeloupe • St John's, Antigua • Basseterre, St. Kitts and Nevis • Tortola • Miami
Average Starting Price
$23,819pp
Jim's Onboard Credit
MSC Magnifica
MSC Cruises
Mar 16, 2027 - May 5, 2027 (50 Nights)
Sydney, Australia • Noumea, New Caledonia • Luganville, Espirutu Santo • Apia, Samoa • International Dateline • Honolulu • Honolulu • Los Angeles • Cabo San Lucas • Puntarenas, Costa Rica • Balbao, Panama • Panama Canal, Panama • Panama Canal, Panama • La Romana, Dominican Republic • Tortola • Philipsburg, St. Maarten • Las Palmas (Gran Canaria), Spain • Ibiza, Spain • Naples, Italy • Rome (Civitavecchia), Italy
Average Starting Price
$7,189pp
Jim's Onboard Credit
Emerald Princess
Princess Cruises
Dec 26, 2027 - Jan 2, 2028 (7 Nights)
San Juan, Puerto Rico • Tortola • St. Kitts • Dominica • Grenada • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$904pp
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!

Norwegian Aura
Norwegian Cruise Line
Jun 26, 2027 - Jul 3, 2027 (7 Nights)
Miami • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Miami
Average Starting Price
$1,399pp
Jim's Onboard Credit
Celebrity Constellation
Celebrity Cruises
Nov 17, 2026 - Nov 28, 2026 (11 Nights)
San Juan, Puerto Rico • Tortola • St John's, Antigua • Castries, St. Lucia • Grenada • Bridgetown, Barbados • Kingstown, Saint Vincent Island, Saint Vincent • Fort-De-France, Martinique • Roseau, Dominica • San Juan, Puerto Rico
Average Starting Price
$1,296pp
Jim's Onboard Credit
50% OFF
MSC Opera
MSC Cruises
Jul 19, 2027 - Jul 26, 2027 (7 Nights)
La Romana, Dominican Republic • Catalina Island, Dominican Republic • Bridgetown, Barbados • Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe • Tortola • La Romana, Dominican Republic
Average Starting Price
$901pp
Jim's Onboard Credit
Sonata
Oceania Cruises
Feb 22, 2029 - Mar 8, 2029 (14 Nights)
Miami • Cruising the Atlantic Ocean • Cruising the Atlantic Ocean • St. Thomas • St John's, Antigua • Roseau, Dominica • Bridgetown, Barbados • Kingstown, Saint Vincent Island, Saint Vincent • Castries, St. Lucia • Pointe-à-Pitre, Guadeloupe • Tortola • Miami • Miami
Average Starting Price
$7,199pp
Jim's Onboard Credit
Norwegian Epic
Norwegian Cruise Line
Jan 28, 2028 - Feb 4, 2028 (7 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$849pp
Jim's Onboard Credit
Nieuw Amsterdam
Holland America Line
Nov 29, 2026 - Dec 20, 2026 (21 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • Fort-De-France, Martinique • Bridgetown, Barbados • Scarborough (Tobago), Trinidad and Tobago • Castries, St. Lucia • St. Kitts • Key West, Florida • Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Tortola • San Juan, Puerto Rico • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$3,164pp
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!

Brilliant Lady
Virgin Voyages
Nov 30, 2026 - Dec 10, 2026 (10 Nights)
Miami • Philipsburg, St. Maarten • Tortola • St. Croix • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Bimini • Miami
Average Starting Price
$1,090pp
Jim's Onboard Credit
Grandeur of the Seas
Royal Caribbean
Jun 19, 2027 - Jun 26, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • Philipsburg, St. Maarten • St John's, Antigua • Basseterre, St. Kitts and Nevis • St. Croix • San Juan, Puerto Rico
Average Starting Price
$796pp
Jim's Onboard Credit
Norwegian Bliss
Norwegian Cruise Line
Feb 7, 2028 - Feb 19, 2028 (12 Nights)
Manhattan • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Tortola • St. Kitts • Philipsburg, St. Maarten • St. Thomas • Manhattan
Average Starting Price
$1,589pp
Jim's Onboard Credit
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