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Port: St. Thomas, U.S. Virgin Islands×
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Disney Fantasy
Disney Cruise Line
Dec 10, 2027 - Dec 15, 2027 (5 Nights)
San Juan, Puerto Rico • St. Thomas • Disney Lookout Cay at Lighthouse Point, Bahamas • Disney Castaway Cay, Bahamas • Fort Lauderdale
Average Starting Price
$1,358pp
Jim's Onboard Credit
47% OFF
Carnival Celebration
Carnival Cruise Line
Sep 12, 2027 - Sep 19, 2027 (7 Nights)
Miami • Fun Day at Sea • Fun Day at Sea • St. Thomas • Amber Cove, Dominican Republic • Fun Day at Sea • Celebration Key • Miami
Average Starting Price
$544pp
Jim's Onboard Credit
Star Princess
Princess Cruises
Dec 22, 2027 - Jan 5, 2028 (14 Nights)
Port Canaveral (Orlando), Florida • Celebration Key • Tortola • Philipsburg, St. Maarten • Martinique • St. Lucia • St John's, Antigua • St. Kitts • St. Thomas • Grand Turk • Port Canaveral (Orlando), Florida
Average Starting Price
$1,504pp
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!

Rotterdam
Holland America Line
Dec 22, 2027 - Dec 29, 2027 (7 Nights)
Fort Lauderdale • Grand Turk • San Juan, Puerto Rico • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$2,124pp
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!

46% OFF
MSC Meraviglia
MSC Cruises
Mar 27, 2027 - Apr 10, 2027 (14 Nights)
Miami • Philipsburg, St. Maarten • St. Kitts • St. Thomas • Amber Cove, Dominican Republic • Miami • Grand Turk • Ocean Cay • Nassau • Miami
Average Starting Price
$1,345pp
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!

Zuiderdam
Holland America Line
Nov 27, 2027 - Dec 11, 2027 (14 Nights)
Miami • Relaxaway Half Moon Cay • Amber Cove, Dominican Republic • Grand Turk • Nassau • Miami • Grand Turk • San Juan, Puerto Rico • St. Thomas • Relaxaway Half Moon Cay • Miami
Average Starting Price
$2,919pp
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!

Celebrity Constellation
Celebrity Cruises
Mar 13, 2027 - Mar 20, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • Basseterre, St. Kitts and Nevis • Roseau, Dominica • Castries, St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$713pp
Jim's Onboard Credit
Symphony of the Seas
Royal Caribbean
Dec 18, 2027 - Dec 26, 2027 (8 Nights)
Fort Lauderdale • Nassau • San Juan, Puerto Rico • Philipsburg, St. Maarten • St. Thomas • Fort Lauderdale
Average Starting Price
$1,595pp
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!

Crown Princess
Princess Cruises
Mar 14, 2027 - Mar 28, 2027 (14 Nights)
San Juan, Puerto Rico • St. Thomas • 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
$1,751pp
Jim's Onboard Credit
Norwegian Getaway
Norwegian Cruise Line
Dec 14, 2026 - Dec 22, 2026 (8 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Tortola • St. Thomas • Great Stirrup Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$639pp
Jim's Onboard Credit
Norwegian Aura
Norwegian Cruise Line
Jul 24, 2027 - Jul 31, 2027 (7 Nights)
Miami • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Miami
Average Starting Price
$1,399pp
Jim's Onboard Credit
Norwegian Jewel
Norwegian Cruise Line
Dec 23, 2026 - Jan 4, 2027 (12 Nights)
Miami • Great Stirrup Cay • Cabo Rojo, Dominican Republic • Oranjestad, Aruba • Willemstad, Curacao • Philipsburg, St. Maarten • Tortola • St. Thomas • Puerto Plata, Dominican Republic • Miami
Average Starting Price
$1,599pp
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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