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Port: St. Thomas, U.S. Virgin Islands×
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Regal Princess
Princess Cruises
Dec 3, 2028 - Dec 17, 2028 (14 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • St. Thomas • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Fort Lauderdale • Relaxaway Half Moon Cay • Amber Cove, Dominican Republic • Grand Turk • Fort Lauderdale
Average Starting Price
$1,524pp
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!

Disney Treasure
Disney Cruise Line
Dec 5, 2026 - Dec 12, 2026 (7 Nights)
Port Canaveral (Orlando), Florida • Tortola • St. Thomas • Disney Castaway Cay, Bahamas • Port Canaveral (Orlando), Florida
Average Starting Price
$1,917pp
Jim's Onboard Credit
Crown Princess
Princess Cruises
Feb 19, 2027 - Feb 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
$1,669pp
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
Emerald Princess
Princess Cruises
Dec 3, 2027 - Dec 10, 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
$1,949pp
Jim's Onboard Credit
Norwegian Aura
Norwegian Cruise Line
May 27, 2028 - Jun 3, 2028 (7 Nights)
Miami • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Miami
Average Starting Price
$1,449pp
Jim's Onboard Credit
Star of the Seas
Royal Caribbean
Jan 10, 2027 - Jan 17, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Perfect Day Cococay • St. Thomas • Philipsburg, St. Maarten • Port Canaveral (Orlando), Florida
Average Starting Price
$1,453pp
Jim's Onboard Credit

Jim's Ship Pick
This is the BEST ship I’ve EVER sailed on! It rarely felt crowded, the food was incredible, the shows were absolutely phenomenal, and there’s something for everyone!

Regal Princess
Princess Cruises
Jan 14, 2029 - Jan 22, 2029 (8 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • St. Thomas • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Fort Lauderdale
Average Starting Price
$1,025pp
Jim's Onboard Credit
Crown Princess
Princess Cruises
Feb 12, 2027 - Feb 19, 2027 (7 Nights)
Bridgetown, Barbados • San Juan, Puerto Rico • St. Thomas • St. Kitts • Dominica • Grenada • Bridgetown, Barbados
Average Starting Price
$1,479pp
Jim's Onboard Credit
Norwegian Prima
Norwegian Cruise Line
Dec 13, 2026 - Dec 20, 2026 (7 Nights)
San Juan, Puerto Rico • Philipsburg, St. Maarten • St. Kitts • Bridgetown, Barbados • St. Lucia • Tortola • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$839pp
Jim's Onboard Credit
Emerald Princess
Princess Cruises
Dec 17, 2027 - Dec 24, 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
$1,623pp
Jim's Onboard Credit
Norwegian Aura
Norwegian Cruise Line
Jun 10, 2028 - Jun 17, 2028 (7 Nights)
Miami • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Miami
Average Starting Price
$1,599pp
Jim's Onboard Credit
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