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Azamara Quest
Azamara
Nov 28, 2027 - Dec 5, 2027 (7 Nights)
Bridgetown, Barbados • Castries, St. Lucia • Roseau, Dominica • Basseterre, St. Kitts and Nevis • Charlestown, Nevis • Philipsburg, St. Maarten • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$1,769pp
Jim's Onboard Credit
45% OFF
Carnival Magic
Carnival Cruise Line
Feb 12, 2028 - Feb 20, 2028 (8 Nights)
Miami • Relaxaway Half Moon Cay • Fun Day at Sea • San Juan, Puerto Rico • Philipsburg, St. Maarten • St. Thomas • Fun Day at Sea • Fun Day at Sea • Miami
Average Starting Price
$673pp
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!

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!

2% OFF
Carnival Celebration
Carnival Cruise Line
Mar 28, 2027 - Apr 5, 2027 (8 Nights)
Miami • Fun Day at Sea • Grand Turk • Fun Day at Sea • St. Thomas • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Fun Day at Sea • Miami
Average Starting Price
$821pp
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!

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!

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
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
$559pp
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
$635pp
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
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
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!

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