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Star Princess
Princess Cruises
Mar 10, 2029 - Mar 17, 2029 (7 Nights)
Fort Lauderdale • Celebration Key • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Grand Turk • Fort Lauderdale
Average Starting Price
$1,025pp
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
Nov 15, 2026 - Nov 22, 2026 (7 Nights)
San Juan, Puerto Rico • St. Thomas • St John's, Antigua • Philipsburg, St. Maarten • St. Croix • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico
Average Starting Price
$664pp
Jim's Onboard Credit
Crown Princess
Princess Cruises
Mar 5, 2027 - Mar 12, 2027 (7 Nights)
Bridgetown, Barbados • San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • St. Lucia • Bridgetown, Barbados
Average Starting Price
$1,539pp
Jim's Onboard Credit
Norwegian Prima
Norwegian Cruise Line
Jan 3, 2027 - Jan 10, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • Tortola • Oranjestad, Aruba • Willemstad, Curacao • San Juan, Puerto Rico
Average Starting Price
$939pp
Jim's Onboard Credit
46% OFF
MSC World America
MSC Cruises
Apr 1, 2028 - Apr 8, 2028 (7 Nights)
Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Ocean Cay • Miami
Average Starting Price
$844pp
Jim's Onboard Credit

Jim Sr's Ship Pick
This ship never felt crowded - and the Pizza & Burger spot was a total win!

Emerald Princess
Princess Cruises
Mar 26, 2028 - Apr 2, 2028 (7 Nights)
San Juan, Puerto Rico • Willemstad, Curacao • Oranjestad, Aruba • Kralendijk, Bonaire • Fort Lauderdale
Average Starting Price
$864pp
Jim's Onboard Credit
Regal Princess
Princess Cruises
Nov 28, 2026 - Dec 12, 2026 (14 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Grand Turk • Fort Lauderdale • Celebration Key • Amber Cove, Dominican Republic • Grand Turk • Fort Lauderdale
Average Starting Price
$1,009pp
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!

Sky Princess
Princess Cruises
Nov 19, 2028 - Dec 3, 2028 (14 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Grand Turk • Fort Lauderdale • Belize City • Roatan, Honduras • Cozumel • Celebration Key • Fort Lauderdale
Average Starting Price
$1,574pp
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 26, 2029 - Feb 2, 2029 (7 Nights)
Bridgetown, Barbados • San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • Dominica • Bridgetown, Barbados
Average Starting Price
$905pp
Jim's Onboard Credit
Rhapsody of the Seas
Royal Caribbean
Dec 26, 2026 - Jan 2, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • Philipsburg, St. Maarten • St John's, Antigua • Basseterre, St. Kitts and Nevis • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$1,258pp
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!

Crown Princess
Princess Cruises
Mar 12, 2027 - Mar 19, 2027 (7 Nights)
Bridgetown, Barbados • San Juan, Puerto Rico • St. Thomas • St. Kitts • Dominica • Grenada • Bridgetown, Barbados
Average Starting Price
$1,809pp
Jim's Onboard Credit
Norwegian Prima
Norwegian Cruise Line
Nov 12, 2026 - Nov 15, 2026 (3 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • San Juan, Puerto Rico
Average Starting Price
$839pp
Jim's Onboard Credit
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