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Port: St. Thomas, U.S. Virgin Islands×
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EXPLORA III
Explora Journeys
Jan 21, 2027 - Feb 5, 2027 (15 Nights)
Miami • St. Thomas • Road Bay, Anguilla • St. Pierre • Basseterre, St. Kitts and Nevis • Philipsburg, St. Maarten • San Juan, Puerto Rico • Tortola • St John's, Antigua • Providenciales, Turks and Caicos Islands • Key West, Florida • Miami
Average Starting Price
$10,280pp
Jim's Onboard Credit
Regal Princess
Princess Cruises
Jan 16, 2028 - Jan 23, 2028 (7 Nights)
Miami • Relaxaway Half Moon Cay • St. Thomas • Philipsburg, St. Maarten • Miami
Average Starting Price
$569pp
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 I
Explora Journeys
Dec 20, 2026 - Jan 4, 2027 (15 Nights)
San Juan, Puerto Rico • Basseterre, St. Kitts and Nevis • Tortola • Gustavia, St. Barts • Gustavia, St. Barts • Road Bay, Anguilla • Miami • Puerto Plata, Dominican Republic • Catalina Island, Dominican Republic • St. John • New Year Fireworks SJU • New Year Fireworks SJU • Great Harbor Jost Van Dyke, British Virgin Islands • Basseterre, St. Kitts and Nevis • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$12,365pp
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!

Eurodam
Holland America Line
Dec 22, 2027 - Jan 12, 2028 (21 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Philipsburg, St. Maarten • Roseau, Dominica • Fort-De-France, Martinique • St. Kitts • St. Thomas • Fort Lauderdale • Relaxaway Half Moon Cay • Montego Bay, Jamaica • George Town, Cayman Islands • Mahogany Bay, Honduras • Belize City • Cozumel • Fort Lauderdale
Average Starting Price
$5,259pp
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 Xcel
Celebrity Cruises
Jan 16, 2028 - Jan 23, 2028 (7 Nights)
Fort Lauderdale • Samana, Dominican Republic • St. Thomas • Basseterre, St. Kitts and Nevis • Fort Lauderdale
Average Starting Price
$931pp
Jim's Onboard Credit
Rotterdam
Holland America Line
Jan 8, 2028 - Jan 15, 2028 (7 Nights)
Fort Lauderdale • Grand Turk • San Juan, Puerto Rico • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$1,679pp
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!

Rhapsody of the Seas
Royal Caribbean
Jan 8, 2028 - Jan 15, 2028 (7 Nights)
San Juan, Puerto Rico • St. Thomas • St. Croix • Philipsburg, St. Maarten • St John's, Antigua • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$833pp
Jim's Onboard Credit
Norwegian Bliss
Norwegian Cruise Line
Mar 1, 2027 - Mar 13, 2027 (12 Nights)
Manhattan • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • St. Kitts • Tortola • Philipsburg, St. Maarten • St. Thomas • Manhattan
Average Starting Price
$1,859pp
Jim's Onboard Credit
Sonata
Oceania Cruises
Jan 11, 2029 - Jan 23, 2029 (12 Nights)
Miami • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • Pointe-à-Pitre, Guadeloupe • Basseterre, St. Kitts and Nevis • Tortola • Miami
Average Starting Price
$6,199pp
Jim's Onboard Credit
41% OFF
MSC Meraviglia
MSC Cruises
Feb 27, 2027 - Mar 7, 2027 (8 Nights)
Miami • Philipsburg, St. Maarten • St John's, Antigua • St. Thomas • Amber Cove, Dominican Republic • Miami
Average Starting Price
$717pp
Jim's Onboard Credit
Crown Princess
Princess Cruises
Feb 21, 2027 - Mar 7, 2027 (14 Nights)
San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico • Philipsburg, St. Maarten • Martinique • Dominica • Grenada • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$1,366pp
Jim's Onboard Credit
Star of the Seas
Royal Caribbean
Jun 20, 2027 - Jun 27, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Perfect Day Cococay • Samana, Dominican Republic • St. Thomas • Port Canaveral (Orlando), Florida
Average Starting Price
$1,804pp
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!

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