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Regal Princess
Princess Cruises
Apr 2, 2028 - Apr 9, 2028 (7 Nights)
Miami • Celebration Key • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Grand Turk • Miami
Average Starting Price
$894pp
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
Apr 16, 2028 - Apr 23, 2028 (7 Nights)
San Juan, Puerto Rico • St. Thomas • St John's, Antigua • Willemstad, Curacao • Oranjestad, Aruba • San Juan, Puerto Rico
Average Starting Price
$872pp
Jim's Onboard Credit
Sky Princess
Princess Cruises
Dec 13, 2026 - Dec 21, 2026 (8 Nights)
Port Canaveral (Orlando), Florida • Celebration Key • Grand Turk • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Port Canaveral (Orlando), Florida
Average Starting Price
$795pp
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!

Rhapsody of the Seas
Royal Caribbean
Nov 28, 2026 - Dec 5, 2026 (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
$620pp
Jim's Onboard Credit
Caribbean Princess
Princess Cruises
Feb 9, 2029 - Feb 20, 2029 (11 Nights)
Bridgetown, Barbados • San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • Oranjestad, Aruba • Willemstad, Curacao • Fort Lauderdale
Average Starting Price
$1,093pp
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
Star Princess
Princess Cruises
Dec 9, 2028 - Dec 23, 2028 (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
$2,054pp
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
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
EXPLORA III
Explora Journeys
Dec 13, 2026 - Dec 28, 2026 (15 Nights)
San Juan, Puerto Rico • Road Bay, Anguilla • St John's, Antigua • Basseterre, St. Kitts and Nevis • Grand Turk • Miami • Ocho Rios, Jamaica • Catalina Island, Dominican Republic • Great Harbor Jost Van Dyke, British Virgin Islands • Philipsburg, St. Maarten • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$10,255pp
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!

Emerald Princess
Princess Cruises
Mar 5, 2028 - Mar 19, 2028 (14 Nights)
San Juan, Puerto Rico • Tortola • 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
$1,883pp
Jim's Onboard Credit
Regal Princess
Princess Cruises
Jan 17, 2027 - Jan 31, 2027 (14 Nights)
Fort Lauderdale • Celebration Key • Amber Cove, Dominican Republic • Grand Turk • Fort Lauderdale • Amber Cove, Dominican Republic • San Juan, Puerto Rico • St. Thomas • Grand Turk • Fort Lauderdale
Average Starting Price
$1,373pp
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
Dec 27, 2026 - Jan 3, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • St. Croix • St John's, Antigua • Roseau, Dominica • Philipsburg, St. Maarten • San Juan, Puerto Rico
Average Starting Price
$1,427pp
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!

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