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Nieuw Amsterdam
Holland America Line
Feb 28, 2027 - Mar 21, 2027 (21 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Oranjestad, Aruba • Cartagena, Colombia • Enter Panama Canal at Cristobal • Cruising Panama Canal And Gatun Lake • Gatun Lake, Panama • Cruising Gatun Lake And Panama Canal • Panama Canal, Panama • Colon, Panama • Limon, Costa Rica • George Town, Cayman Islands • Fort Lauderdale • St John's, Antigua • St. Thomas • Tortola • San Juan, Puerto Rico • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$4,169pp
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!

9% OFF
Crystal Symphony
Crystal Cruises
Dec 19, 2027 - Dec 28, 2027 (9 Nights)
Fort Lauderdale • Grand Turk • Cap Cana (Punta Cana), Dominican Republic • San Juan, Puerto Rico • Gustavia, St. Barts • Nassau • Fort Lauderdale
Average Starting Price
$4,380pp
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!

Resilient Lady
Virgin Voyages
Dec 19, 2027 - Dec 26, 2027 (7 Nights)
Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Bimini • Miami
Average Starting Price
$1,253pp
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!

Star Legend
Windstar Cruises
Dec 20, 2027 - Jan 3, 2028 (14 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 • Grenada • Bequia Island, Saint Vincent • Mayreau Island, Saint Vincent and the Grenadines • Les Saintes, F.W.I. • Marigot Bay, St. Martin, French West Indies • San Juan, Puerto Rico
Average Starting Price
$4,504pp
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!

22% OFF
Seven Seas Grandeur
Regent Seven Seas Cruises
Mar 20, 2028 - Apr 16, 2028 (27 Nights)
Miami • Cruising the Atlantic Ocean • Puerto Plata, Dominican Republic • Cayo Levantado, Dominican Republic • San Juan, Puerto Rico • Gustavia, St. Barts • Roseau, Dominica • Pointe-à-Pitre, Guadeloupe • Basseterre, St. Kitts and Nevis • Tortola • Atlantic Ocean cruising • Atlantic Ocean cruising • Miami • Nassau • Atlantic Ocean cruising • Atlantic Ocean cruising • Atlantic Ocean cruising • Atlantic Ocean cruising • Atlantic Ocean cruising • Atlantic Ocean cruising • Ponta Delgada (Azores), Portugal • Atlantic Ocean cruising • Santa Cruz de la Palma, Spain • Atlantic Ocean cruising • Tangier, Morocco • Malaga, Spain • Alicante, Spain • Barcelona, Spain
Average Starting Price
$16,049pp
Jim's Onboard Credit
Azamara Journey
Azamara
Nov 21, 2026 - Dec 5, 2026 (14 Nights)
San Juan, Puerto Rico • Virgin Gorda, British Virgin Islands • St John's, Antigua • St. Pierre • Port Elizabeth (Bequia), Saint Vincent and the Grenadines • Grenada • Scarborough (Tobago), Trinidad and Tobago • Bridgetown, Barbados • Castries, St. Lucia • Roseau, Dominica • Basseterre, St. Kitts and Nevis • Charlestown, Nevis • Philipsburg, St. Maarten • Gustavia, St. Barts • San Juan, Puerto Rico
Average Starting Price
$5,399pp
Jim's Onboard Credit
Vision of the Seas
Royal Caribbean
Nov 7, 2027 - Nov 14, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • Basseterre, St. Kitts and Nevis • Willemstad, Curacao • Oranjestad, Aruba • San Juan, Puerto Rico
Average Starting Price
$709pp
Jim's Onboard Credit
45% OFF
MSC Meraviglia
MSC Cruises
Jan 24, 2027 - Feb 7, 2027 (14 Nights)
Miami • Nassau • Ocean Cay • Puerto Plata, Dominican Republic • Miami • Nassau • San Juan, Puerto Rico • Philipsburg, St. Maarten • St. Thomas • Miami
Average Starting Price
$1,055pp
Jim's Onboard Credit
Celebrity Summit
Celebrity Cruises
Nov 14, 2027 - Nov 21, 2027 (7 Nights)
San Juan, Puerto Rico • Kingstown, Saint Vincent Island, Saint Vincent • Bridgetown, Barbados • Castries, St. Lucia • St John's, Antigua • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$591pp
Jim's Onboard Credit
Celebrity Beyond
Celebrity Cruises
Dec 13, 2026 - Dec 20, 2026 (7 Nights)
Fort Lauderdale • Puerto Plata, Dominican Republic • St. Thomas • San Juan, Puerto Rico • Nassau • Fort Lauderdale
Average Starting Price
$1,088pp
Jim's Onboard Credit
Seabourn Ovation
Seabourn
Nov 21, 2026 - Dec 5, 2026 (14 Nights)
San Juan, Puerto Rico • St. Barthelemy, F.W.I • St. Kitts • Les Trois-Îlets • Port Elizabeth, South Africa • Kralendijk, Bonaire • Oranjestad, Aruba • Willemstad, Curacao • Rodney Bay, Saint Lucia • Dominica • Terre de Haut, Guadeloupe • Road Bay, Anguilla • San Juan, Puerto Rico
Average Starting Price
$6,684pp
Jim's Onboard Credit
Norwegian Epic
Norwegian Cruise Line
Mar 3, 2028 - Mar 9, 2028 (6 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Great Stirrup Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$789pp
Jim's Onboard Credit
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