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Viking Sea
Viking
Jan 5, 2027 - Jan 15, 2027 (10 Nights)
San Juan, Puerto Rico • St. Thomas • Basseterre, St. Kitts and Nevis • Castries, St. Lucia • Bridgetown, Barbados • Roseau, Dominica • St John's, Antigua • Philipsburg, St. Maarten • St. Croix • San Juan, Puerto Rico
Average Starting Price
$6,799pp
Jim's Onboard Credit
Regal Princess
Princess Cruises
Feb 13, 2028 - Feb 27, 2028 (14 Nights)
Miami • Belize City • Roatan, Honduras • Cozumel • Celebration Key • Miami • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Grand Turk • Celebration Key • Miami
Average Starting Price
$1,598pp
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 7, 2027 - Feb 15, 2027 (8 Nights)
Port Canaveral (Orlando), Florida • Grand Turk • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Celebration Key • Port Canaveral (Orlando), Florida
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!

Star Pride
Windstar Cruises
Apr 3, 2028 - Apr 19, 2028 (16 Nights)
San Juan, Puerto Rico • Lisbon, Portugal • Brest, France • Amsterdam, Netherlands
Average Starting Price
$2,760pp
Jim's Onboard Credit
Rhapsody of the Seas
Royal Caribbean
Mar 11, 2028 - Mar 18, 2028 (7 Nights)
San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • Basseterre, St. Kitts and Nevis • St. Croix • San Juan, Puerto Rico
Average Starting Price
$943pp
Jim's Onboard Credit
42% OFF
Carnival Vista
Carnival Cruise Line
Mar 25, 2028 - Apr 1, 2028 (7 Nights)
Port Canaveral (Orlando), Florida • Celebration Key • Fun Day at Sea • San Juan, Puerto Rico • St. Thomas • Fun Day at Sea • Fun Day at Sea • Port Canaveral (Orlando), Florida
Average Starting Price
$659pp
Jim's Onboard Credit
Crown Princess
Princess Cruises
Jan 10, 2027 - Jan 17, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$679pp
Jim's Onboard Credit
Scarlet Lady
Virgin Voyages
Apr 1, 2028 - Apr 8, 2028 (7 Nights)
San Juan, Puerto Rico • Oranjestad, Aruba • Willemstad, Curacao • St John's, Antigua • Philipsburg, St. Maarten • San Juan, Puerto Rico
Average Starting Price
$973pp
Jim's Onboard Credit
Norwegian Prima
Norwegian Cruise Line
Feb 12, 2028 - Feb 19, 2028 (7 Nights)
San Juan, Puerto Rico • Tortola • Willemstad, Curacao • Oranjestad, Aruba • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$1,219pp
Jim's Onboard Credit
Star Princess
Princess Cruises
Dec 16, 2028 - Dec 23, 2028 (7 Nights)
Fort Lauderdale • Celebration Key • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Grand Turk • Fort Lauderdale
Average Starting Price
$975pp
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!

Sun Princess
Princess Cruises
Jan 10, 2027 - Jan 24, 2027 (14 Nights)
Fort Lauderdale • Celebration Key • Roatan, Honduras • Cozumel • Fort Lauderdale • Celebration Key • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Fort Lauderdale
Average Starting Price
$1,518pp
Jim's Onboard Credit
Enchanted Princess
Princess Cruises
Dec 3, 2028 - Dec 13, 2028 (10 Nights)
Fort Lauderdale • Amber Cove, Dominican Republic • San Juan, Puerto Rico • St. Kitts • St John's, Antigua • St. Lucia • Philipsburg, St. Maarten • Fort Lauderdale
Average Starting Price
$1,100pp
Jim's Onboard Credit
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