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Grandeur of the Seas
Royal Caribbean
May 22, 2027 - May 29, 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
$719pp
Jim's Onboard Credit
FREE Specialty Dining Meal
EXPLORA III
Explora Journeys
Nov 29, 2026 - Dec 13, 2026 (14 Nights)
San Juan, Puerto Rico • Tortola • Basseterre, St. Kitts and Nevis • Gustavia, St. Barts • Grand Turk • Miami • St. John • St John's, Antigua • Terre de Haut, Guadeloupe • Gustavia, St. Barts • San Juan, Puerto Rico
Average Starting Price
$9,485pp
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!

Allura
Oceania Cruises
Dec 21, 2026 - Jan 7, 2027 (17 Nights)
Miami • Costa Maya • Roatan, Honduras • Harvest Caye, Belize • Cozumel • Miami • St. Thomas • Philipsburg, St. Maarten • Gustavia, St. Barts • Basseterre, St. Kitts and Nevis • Tortola • Miami
Average Starting Price
$11,399pp
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!

Disney Treasure
Disney Cruise Line
Aug 28, 2027 - Sep 4, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Tortola • St. Thomas • Disney Castaway Cay, Bahamas • Port Canaveral (Orlando), Florida
Average Starting Price
$2,181pp
Jim's Onboard Credit
Norwegian Prima
Norwegian Cruise Line
Mar 14, 2027 - Mar 21, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • St. Thomas • Willemstad, Curacao • Oranjestad, Aruba • San Juan, Puerto Rico
Average Starting Price
$1,259pp
Jim's Onboard Credit
Crystal Symphony
Crystal Cruises
Nov 24, 2026 - Dec 3, 2026 (9 Nights)
Fort Lauderdale • St. Thomas • Tortola • Marigot Bay, St. Martin, French West Indies • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Fort Lauderdale
Average Starting Price
$4,200pp
Jim's Onboard Credit
Norwegian Luna
Norwegian Cruise Line
Dec 26, 2027 - Jan 2, 2028 (7 Nights)
Miami • Puerto Plata, Dominican Republic • Tortola • St. Thomas • Great Stirrup Cay • Miami
Average Starting Price
$1,899pp
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 Pearl
Norwegian Cruise Line
Jan 13, 2027 - Jan 23, 2027 (10 Nights)
Philadelphia • St. Thomas • Tortola • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Philadelphia
Average Starting Price
$629pp
Jim's Onboard Credit
Vista
Oceania Cruises
Nov 13, 2028 - Dec 5, 2028 (22 Nights)
Miami • St. Thomas • Gustavia, St. Barts • St John's, Antigua • Fort-De-France, Martinique • Roseau, Dominica • Basseterre, St. Kitts and Nevis • Tortola • Miami • Key West, Florida • George Town, Cayman Islands • Santo Tomas de Castilla, Guatemala • Harvest Caye, Belize • Cozumel • Miami
Average Starting Price
$8,699pp
Jim's Onboard Credit
19% OFF
Seven Seas Grandeur
Regent Seven Seas Cruises
Dec 19, 2026 - Dec 29, 2026 (10 Nights)
Miami • St. Thomas • St John's, Antigua • Roseau, Dominica • Basseterre, St. Kitts and Nevis • Tortola • Miami
Average Starting Price
$11,799pp
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!

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
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