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Rhapsody of the Seas
Royal Caribbean
Jan 29, 2028 - Feb 5, 2028 (7 Nights)
San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • St. Croix • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico
Average Starting Price
$843pp
Jim's Onboard Credit
Norwegian Epic
Norwegian Cruise Line
Jan 21, 2028 - Jan 28, 2028 (7 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$849pp
Jim's Onboard Credit
Rotterdam
Holland America Line
Feb 5, 2028 - Feb 19, 2028 (14 Nights)
Fort Lauderdale • Grand Turk • San Juan, Puerto Rico • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale • Nassau • Amber Cove, Dominican Republic • Grand Turk • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$3,459pp
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!

19% OFF
Zuiderdam
Holland America Line
Dec 5, 2026 - Dec 12, 2026 (7 Nights)
Miami • Grand Turk • San Juan, Puerto Rico • St. Thomas • Relaxaway Half Moon Cay • Miami
Average Starting Price
$579pp
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 Apex
Celebrity Cruises
Feb 5, 2028 - Feb 12, 2028 (7 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Philipsburg, St. Maarten • Port Canaveral (Orlando), Florida
Average Starting Price
$1,022pp
Jim's Onboard Credit
Grandeur of the Seas
Royal Caribbean
Oct 2, 2027 - Oct 9, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • St. Croix • Philipsburg, St. Maarten • Castries, St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$704pp
Jim's Onboard Credit
Star of the Seas
Royal Caribbean
Aug 22, 2027 - Aug 29, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Perfect Day Cococay • Samana, Dominican Republic • St. Thomas • Port Canaveral (Orlando), Florida
Average Starting Price
$1,652pp
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!

Azamara Onward
Azamara
Dec 2, 2027 - Dec 22, 2027 (20 Nights)
Rome (Civitavecchia), Italy • Trapani, Italy • La Goulette, Tunisia • Alger, Algeria • Cartagena, Spain • Motril, Spain • Malaga, Spain • Tangier, Morocco • St. Thomas • Miami
Average Starting Price
$3,309pp
Jim's Onboard Credit

Jim's Ship Pick
One of my absolute favorite ships! Small, simple, and luxurious without feeling stuffy - and perfect for immersive, port-intensive cruises!

Celebrity Beyond
Celebrity Cruises
Jan 24, 2027 - Jan 31, 2027 (7 Nights)
Fort Lauderdale • Puerto Plata, Dominican Republic • St. Thomas • Basseterre, St. Kitts and Nevis • Fort Lauderdale
Average Starting Price
$1,110pp
Jim's Onboard Credit
Regal Princess
Princess Cruises
Feb 6, 2028 - Feb 20, 2028 (14 Nights)
Miami • Relaxaway Half Moon Cay • St. Thomas • Philipsburg, St. Maarten • Miami • Belize City • Roatan, Honduras • Cozumel • Celebration Key • Miami
Average Starting Price
$1,509pp
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!

EXPLORA III
Explora Journeys
Dec 20, 2026 - Dec 28, 2026 (8 Nights)
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
$5,660pp
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!

36% OFF
MSC Meraviglia
MSC Cruises
Feb 13, 2027 - Feb 21, 2027 (8 Nights)
Miami • Philipsburg, St. Maarten • St. Kitts • St. Thomas • Amber Cove, Dominican Republic • Miami
Average Starting Price
$783pp
Jim's Onboard Credit
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