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Hero of the Seas
Royal Caribbean
Jan 15, 2028 - Jan 22, 2028 (7 Nights)
Miami • Philipsburg, St. Maarten • St. Thomas • Perfect Day Cococay • Miami
Average Starting Price
$1,708pp
Jim's Onboard Credit
Viking Sea
Viking
Feb 4, 2027 - Feb 14, 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
35% OFF
Carnival Festivale
Carnival Cruise Line
Apr 29, 2028 - May 7, 2028 (8 Nights)
Port Canaveral (Orlando), Florida • Fun Day at Sea • Fun Day at Sea • St. Thomas • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Fun Day at Sea • Celebration Key • Port Canaveral (Orlando), Florida
Average Starting Price
$1,031pp
Jim's Onboard Credit
Vision of the Seas
Royal Caribbean
Mar 21, 2027 - Mar 28, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • St. Croix • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • San Juan, Puerto Rico
Average Starting Price
$850pp
Jim's Onboard Credit
FREE Specialty Dining Meal
Celebrity Summit
Celebrity Cruises
Apr 13, 2028 - Apr 21, 2028 (8 Nights)
Fort Lauderdale • Grand Turk • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • St. Thomas • Fort Lauderdale
Average Starting Price
$656pp
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!

Independence of the Seas
Royal Caribbean
Nov 15, 2026 - Nov 22, 2026 (7 Nights)
Miami • Perfect Day Cococay • San Juan, Puerto Rico • St. Thomas • Miami
Average Starting Price
$398pp
Jim's Onboard Credit
Star Princess
Princess Cruises
Feb 10, 2029 - Feb 24, 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
$2,214pp
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 Pearl
Norwegian Cruise Line
Dec 8, 2026 - Dec 18, 2026 (10 Nights)
Philadelphia • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • St. Thomas • Tortola • Philadelphia
Average Starting Price
$609pp
Jim's Onboard Credit
Emerald Princess
Princess Cruises
Jan 2, 2028 - Jan 9, 2028 (7 Nights)
San Juan, Puerto Rico • Philipsburg, St. Maarten • St. Thomas • St John's, Antigua • St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$739pp
Jim's Onboard Credit
Caribbean Princess
Princess Cruises
Nov 18, 2028 - Dec 3, 2028 (15 Nights)
Fort Lauderdale • Grand Turk • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$1,714pp
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 Aura
Norwegian Cruise Line
Jul 3, 2027 - Jul 10, 2027 (7 Nights)
Miami • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Miami
Average Starting Price
$1,249pp
Jim's Onboard Credit
46% OFF
Carnival Magic
Carnival Cruise Line
Jan 15, 2028 - Jan 23, 2028 (8 Nights)
Miami • Relaxaway Half Moon Cay • Fun Day at Sea • St. Thomas • Philipsburg, St. Maarten • St. Croix • Fun Day at Sea • Fun Day at Sea • Miami
Average Starting Price
$640pp
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!

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