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Rotterdam
Holland America Line
Feb 19, 2028 - Mar 4, 2028 (14 Nights)
Fort Lauderdale • Grand Turk • San Juan, Puerto Rico • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale • Relaxaway Half Moon Cay • Grand Turk • Amber Cove, Dominican Republic • Nassau • Fort Lauderdale
Average Starting Price
$3,609pp
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!

Viking Sky
Viking
Dec 24, 2028 - Jan 3, 2029 (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
$3,799pp
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!

Rhapsody of the Seas
Royal Caribbean
Feb 13, 2027 - Feb 20, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • St. Croix • Basseterre, St. Kitts and Nevis • St John's, Antigua • Roseau, Dominica • San Juan, Puerto Rico
Average Starting Price
$578pp
Jim's Onboard Credit
FREE Specialty Dining Meal
27% OFF
Seven Seas Mariner
Regent Seven Seas Cruises
Oct 14, 2028 - Nov 7, 2028 (24 Nights)
Lisbon, Portugal • Cruising the Atlantic Ocean • Arrecife (Lanzarote), Spain • Las Palmas (Gran Canaria), Spain • Santa Cruz de Tenerife, Spain • Santa Cruz de la Palma, Spain • Cruising the Atlantic Ocean • Cruising the Atlantic Ocean • Cruising the Atlantic Ocean • Cruising the Atlantic Ocean • Cruising the Atlantic Ocean • Cruising the Atlantic Ocean • Cruising the Atlantic Ocean • Nassau • Miami • Cruising the Atlantic Ocean • Cruising the Atlantic Ocean • San Juan, Puerto Rico • St. Thomas • Basseterre, St. Kitts and Nevis • St John's, Antigua • Gustavia, St. Barts • Cruising the Atlantic Ocean • Cruising the Atlantic Ocean • Miami
Average Starting Price
$12,399pp
Jim's Onboard Credit
Grandeur of the Seas
Royal Caribbean
Nov 13, 2027 - Nov 20, 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
$748pp
Jim's Onboard Credit
Norwegian Epic
Norwegian Cruise Line
Feb 25, 2028 - Mar 3, 2028 (7 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$859pp
Jim's Onboard Credit
55% OFF
MSC Meraviglia
MSC Cruises
Jan 30, 2027 - Feb 7, 2027 (8 Nights)
Miami • Nassau • San Juan, Puerto Rico • Philipsburg, St. Maarten • St. Thomas • Miami
Average Starting Price
$493pp
Jim's Onboard Credit
Icon of the Seas
Royal Caribbean
Feb 13, 2027 - Feb 20, 2027 (7 Nights)
Miami • Philipsburg, St. Maarten • St. Thomas • Perfect Day Cococay • Miami
Average Starting Price
$1,353pp
Jim's Onboard Credit
FREE Specialty Dining Meal
Crown Princess
Princess Cruises
Jan 31, 2027 - Feb 7, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • Pointe-à-Pitre, Guadeloupe • Dominica • Grenada • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$599pp
Jim's Onboard Credit
Celebrity Apex
Celebrity Cruises
Jan 30, 2027 - Feb 6, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Basseterre, St. Kitts and Nevis • Port Canaveral (Orlando), Florida
Average Starting Price
$1,208pp
Jim's Onboard Credit
Regal Princess
Princess Cruises
Jan 23, 2027 - Jan 31, 2027 (8 Nights)
Fort Lauderdale • Amber Cove, Dominican Republic • San Juan, Puerto Rico • St. Thomas • Grand Turk • Fort Lauderdale
Average Starting Price
$1,049pp
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!

Celebrity Beyond
Celebrity Cruises
Nov 22, 2026 - Nov 29, 2026 (7 Nights)
Fort Lauderdale • Puerto Plata, Dominican Republic • St. Thomas • Philipsburg, St. Maarten • Fort Lauderdale
Average Starting Price
$924pp
Jim's Onboard Credit
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