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Island Princess
Princess Cruises
Apr 19, 2028 - May 5, 2028 (16 Nights)
Fort Lauderdale • Oranjestad, Aruba • Panama Canal Full Transit Historic Locks • Panama City (Fuerte Amador), Panama • Puntarenas, Costa Rica • Puerto Chiapas, Mexico • Huatulco, Mexico • Puerto Vallarta, Mexico • Los Angeles
Average Starting Price
$1,749pp
Jim's Onboard Credit
Celebrity Silhouette
Celebrity Cruises
Jan 8, 2028 - Jan 16, 2028 (8 Nights)
Fort Lauderdale • Oranjestad, Aruba • Willemstad, Curacao • George Town, Cayman Islands • Fort Lauderdale
Average Starting Price
$965pp
Jim's Onboard Credit
Oosterdam
Holland America Line
Mar 26, 2028 - Apr 7, 2028 (12 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 • Ocho Rios, Jamaica • Fort Lauderdale
Average Starting Price
$3,144pp
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!

Norwegian Prima
Norwegian Cruise Line
Feb 21, 2027 - Feb 28, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • St. Kitts • Bridgetown, Barbados • St. Lucia • Philipsburg, St. Maarten • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$1,099pp
Jim's Onboard Credit
Crown Princess
Princess Cruises
Nov 8, 2028 - Nov 24, 2028 (16 Nights)
Los Angeles • Puerto Vallarta, Mexico • Huatulco, Mexico • Puerto Quetzal, Guatemala • Puntarenas, Costa Rica • Panama City (Fuerte Amador), Panama • Panama Canal Full Transit New Locks • Oranjestad, Aruba • Fort Lauderdale
Average Starting Price
$1,825pp
Jim's Onboard Credit
Enchanted Princess
Princess Cruises
Dec 27, 2026 - Jan 6, 2027 (10 Nights)
Fort Lauderdale • Grand Turk • Amber Cove, Dominican Republic • San Juan, Puerto Rico • St John's, Antigua • Philipsburg, St. Maarten • St. Kitts • Fort Lauderdale
Average Starting Price
$1,099pp
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!

Freedom of the Seas
Royal Caribbean
Mar 29, 2027 - Apr 3, 2027 (5 Nights)
Miami • Nassau • Puerto Plata, Dominican Republic • Miami
Average Starting Price
$540pp
Jim's Onboard Credit
48% OFF
MSC World Atlantic
MSC Cruises
Apr 8, 2028 - Apr 15, 2028 (7 Nights)
Port Canaveral (Orlando), Florida • Ocean Cay • Grand Turk • Puerto Plata, Dominican Republic • Nassau • Port Canaveral (Orlando), Florida
Average Starting Price
$996pp
Jim's Onboard Credit
CBT Exclusive
$$$ Savings

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!

Regal Princess
Princess Cruises
Jan 16, 2028 - Jan 30, 2028 (14 Nights)
Miami • Relaxaway Half Moon Cay • St. Thomas • Philipsburg, St. Maarten • Miami • Belize City • Roatan, Honduras • Cozumel • Celebration Key • Miami
Average Starting Price
$1,198pp
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!

Caribbean Princess
Princess Cruises
Jan 7, 2029 - Jan 21, 2029 (14 Nights)
San Juan, Puerto Rico • St. Thomas • St. Kitts • Dominica • Grenada • Bridgetown, Barbados • San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$1,704pp
Jim's Onboard Credit
42% OFF
MSC Seashore
MSC Cruises
Sep 16, 2027 - Sep 19, 2027 (3 Nights)
Port Canaveral (Orlando), Florida • Nassau • Ocean Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$347pp
Jim's Onboard Credit
Star Legend
Windstar Cruises
Feb 21, 2028 - Feb 28, 2028 (7 Nights)
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
$2,656pp
Jim's Onboard Credit
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