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Sun Princess
Princess Cruises
Jan 12, 2029 - Jan 19, 2029 (7 Nights)
Port Canaveral (Orlando), Florida • Celebration Key • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Grand Turk • Port Canaveral (Orlando), Florida
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!

Norwegian Prima
Norwegian Cruise Line
Jan 10, 2027 - Jan 17, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • Philipsburg, St. Maarten • Bridgetown, Barbados • St. Lucia • St. Kitts • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$899pp
Jim's Onboard Credit
46% OFF
MSC World America
MSC Cruises
Mar 4, 2028 - Mar 11, 2028 (7 Nights)
Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Ocean Cay • Miami
Average Starting Price
$914pp
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 19, 2028 - Mar 26, 2028 (7 Nights)
San Juan, Puerto Rico • Tortola • St. Kitts • Dominica • Grenada • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$954pp
Jim's Onboard Credit
Vision of the Seas
Royal Caribbean
Apr 2, 2028 - Apr 9, 2028 (7 Nights)
San Juan, Puerto Rico • St. Thomas • St John's, Antigua • Kingstown, Saint Vincent Island, Saint Vincent • Grenada • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$852pp
Jim's Onboard Credit
Regal Princess
Princess Cruises
Dec 26, 2026 - Jan 9, 2027 (14 Nights)
Fort Lauderdale • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Philipsburg, St. Maarten • Grand Turk • Fort Lauderdale • Celebration Key • Grand Turk • Nassau • Fort Lauderdale
Average Starting Price
$1,229pp
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
Feb 25, 2029 - Mar 11, 2029 (14 Nights)
Fort Lauderdale • Amber Cove, Dominican Republic • San Juan, Puerto Rico • St. Kitts • Fort Lauderdale • Relaxaway Half Moon Cay • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Grand Turk • Fort Lauderdale
Average Starting Price
$1,634pp
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 12, 2029 - Jan 19, 2029 (7 Nights)
Bridgetown, Barbados • San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • St. Lucia • Bridgetown, Barbados
Average Starting Price
$885pp
Jim's Onboard Credit
Crown Princess
Princess Cruises
Mar 19, 2027 - Mar 26, 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
$1,604pp
Jim's Onboard Credit
Rhapsody of the Seas
Royal Caribbean
Nov 14, 2026 - Nov 21, 2026 (7 Nights)
San Juan, Puerto Rico • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • Basseterre, St. Kitts and Nevis • St. Croix • San Juan, Puerto Rico
Average Starting Price
$778pp
Jim's Onboard Credit
Star Princess
Princess Cruises
Mar 3, 2029 - Mar 17, 2029 (14 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • St. Thomas • Philipsburg, St. Maarten • Fort Lauderdale • Celebration Key • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Grand Turk • Fort Lauderdale
Average Starting Price
$2,224pp
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
Apr 8, 2028 - Apr 15, 2028 (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
$1,319pp
Jim's Onboard Credit
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