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Celebrity Eclipse
Celebrity Cruises
Mar 12, 2027 - Mar 22, 2027 (10 Nights)
Fort Lauderdale • St John's, Antigua • Castries, St. Lucia • Bridgetown, Barbados • Kingstown, Saint Vincent Island, Saint Vincent • Basseterre, St. Kitts and Nevis • Fort Lauderdale
Average Starting Price
$1,430pp
Jim's Onboard Credit
EXPLORA I
Explora Journeys
Dec 27, 2026 - Jan 11, 2027 (15 Nights)
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 • Philipsburg, St. Maarten • St John's, Antigua • Little Bay, Montserrat • Tortola • Miami
Average Starting Price
$14,070pp
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!

Celebrity Beyond
Celebrity Cruises
Jan 31, 2027 - Feb 7, 2027 (7 Nights)
Fort Lauderdale • Puerto Plata, Dominican Republic • St. Thomas • Basseterre, St. Kitts and Nevis • Fort Lauderdale
Average Starting Price
$1,095pp
Jim's Onboard Credit
Enchanted Princess
Princess Cruises
Jan 15, 2028 - Jan 25, 2028 (10 Nights)
Fort Lauderdale • Amber Cove, Dominican Republic • San Juan, Puerto Rico • St. Kitts • St John's, Antigua • St. Lucia • Philipsburg, St. Maarten • Fort Lauderdale
Average Starting Price
$1,144pp
Jim's Onboard Credit
46% OFF
MSC World Europa
MSC Cruises
Apr 11, 2027 - Apr 28, 2027 (17 Nights)
Pointe-à-Pitre, Guadeloupe • Philipsburg, St. Maarten • St. Kitts • St John's, Antigua • Santa Cruz de Tenerife, Spain • Barcelona, Spain • Marseille (Provence), France • Genoa (Portofino), Italy • La Spezia, Italy • Rome (Civitavecchia), Italy
Average Starting Price
$1,139pp
Jim's Onboard Credit
EXPLORA IV
Explora Journeys
Mar 25, 2028 - Apr 1, 2028 (7 Nights)
Miami • Providenciales, Turks and Caicos Islands • Gustavia, St. Barts • St John's, Antigua • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico
Average Starting Price
$3,915pp
Jim's Onboard Credit
Norwegian Bliss
Norwegian Cruise Line
Jan 26, 2028 - Feb 7, 2028 (12 Nights)
Manhattan • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Tortola • St. Thomas • St. Kitts • Philipsburg, St. Maarten • Manhattan
Average Starting Price
$1,529pp
Jim's Onboard Credit
Sky Princess
Princess Cruises
Jan 30, 2028 - Feb 13, 2028 (14 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Falmouth, Jamaica • George Town, Cayman Islands • Cozumel • Fort Lauderdale • Amber Cove, Dominican Republic • San Juan, Puerto Rico • St. Kitts • Fort Lauderdale
Average Starting Price
$1,168pp
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!

27% OFF
Seven Seas Prestige
Regent Seven Seas Cruises
Jan 29, 2029 - Feb 7, 2029 (9 Nights)
Miami • Philipsburg, St. Maarten • St John's, Antigua • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico • Miami
Average Starting Price
$6,899pp
Jim's Onboard Credit
Sonata
Oceania Cruises
Jan 30, 2029 - Feb 22, 2029 (23 Nights)
Miami • Puerto Plata, Dominican Republic • Kralendijk, Bonaire • Willemstad, Curacao • Oranjestad, Aruba • Cartagena, Colombia • Limon, Costa Rica • Panama Canal, Panama • Panama City (Fuerte Amador), Panama • Panama City (Fuerte Amador), Panama • Panama City (Fuerte Amador), Panama • Panama Canal, Panama • Oranjestad, Aruba • Grenada • Roseau, Dominica • Basseterre, St. Kitts and Nevis • Tortola • Miami
Average Starting Price
$11,699pp
Jim's Onboard Credit
Star Pride
Windstar Cruises
Mar 20, 2028 - Mar 27, 2028 (7 Nights)
San Juan, Puerto Rico • St. John • Basseterre, St. Kitts and Nevis • Gustavia, St. Barts • Philipsburg, St. Maarten • Great Harbor Jost Van Dyke, British Virgin Islands • Virgin Gorda, British Virgin Islands • San Juan, Puerto Rico
Average Starting Price
$2,443pp
Jim's Onboard Credit
Grandeur of the Seas
Royal Caribbean
May 22, 2027 - May 29, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • Philipsburg, St. Maarten • St John's, Antigua • Basseterre, St. Kitts and Nevis • St. Croix • San Juan, Puerto Rico
Average Starting Price
$719pp
Jim's Onboard Credit
FREE Specialty Dining Meal
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