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Crystal Symphony
Crystal Cruises
Jan 3, 2028 - Jan 11, 2028 (8 Nights)
San Juan, Puerto Rico • Marigot Bay, St. Martin, French West Indies • St John's, Antigua • St. Kitts • Tortola • Samana, Dominican Republic • Grand Turk • Fort Lauderdale
Average Starting Price
$3,840pp
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 Sea
Viking
Feb 24, 2027 - Mar 6, 2027 (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
$6,799pp
Jim's Onboard Credit
Azamara Journey
Azamara
Dec 5, 2026 - Dec 18, 2026 (13 Nights)
San Juan, Puerto Rico • Virgin Gorda, British Virgin Islands • St John's, Antigua • St. Pierre • Port Elizabeth (Bequia), Saint Vincent and the Grenadines • Grenada • Scarborough (Tobago), Trinidad and Tobago • Bridgetown, Barbados • Castries, St. Lucia • Roseau, Dominica • Basseterre, St. Kitts and Nevis • Charlestown, Nevis • Philipsburg, St. Maarten • San Juan, Puerto Rico
Average Starting Price
$5,729pp
Jim's Onboard Credit
Silver Spirit
Silversea
Jan 30, 2029 - Feb 11, 2029 (12 Nights)
Miami • San Juan del sur, Nicaragua • Road Bay, Anguilla • St. Kitts • Roseau, Dominica • St John's, Antigua • Gustavia, St. Barts • Virgin Gorda, British Virgin Islands • Miami
Average Starting Price
$5,300pp
Jim's Onboard Credit
Norwegian Prima
Norwegian Cruise Line
Nov 15, 2026 - Nov 22, 2026 (7 Nights)
San Juan, Puerto Rico • Tortola • St John's, Antigua • Bridgetown, Barbados • St. Kitts • Philipsburg, St. Maarten • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$839pp
Jim's Onboard Credit
Celebrity Summit
Celebrity Cruises
Dec 5, 2027 - Dec 12, 2027 (7 Nights)
San Juan, Puerto Rico • Roseau, Dominica • Bridgetown, Barbados • Castries, St. Lucia • St John's, Antigua • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$639pp
Jim's Onboard Credit
Star Pride
Windstar Cruises
Sep 27, 2027 - Oct 11, 2027 (14 Nights)
Montreal, Quebec • Tadoussac, Canada • Saguenay, Quebec • Scenic Cruising Saguenay Fjord • Cap aux Meules, Quebec • St. Pierre • St John's, Newfoundland • St John's, Newfoundland • Saint-Anthony, Newfoundland • Red Bay, Canada • Bonne Bay, Newfoundland • Havre-Saint-Pierre, Quebec • Quebec City, Quebec • Cruising St. Lawrence River • Montreal, Quebec
Average Starting Price
$12,530pp
Jim's Onboard Credit
Silver Ray
Silversea
Jan 4, 2029 - Jan 14, 2029 (10 Nights)
Miami • Grand Turk • Gustavia, St. Barts • St John's, Antigua • Road Bay, Anguilla • St. John • Miami
Average Starting Price
$5,700pp
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!

Vision of the Seas
Royal Caribbean
Mar 28, 2027 - Apr 4, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • St John's, Antigua • Philipsburg, St. Maarten • St. Croix • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico
Average Starting Price
$711pp
Jim's Onboard Credit
FREE Specialty Dining Meal
Silver Dawn
Silversea
Mar 14, 2028 - Mar 24, 2028 (10 Nights)
Miami • San Juan, Puerto Rico • Soper's Hole, Tortola • St. Kitts • St John's, Antigua • Virgin Gorda, British Virgin Islands • Miami
Average Starting Price
$4,700pp
Jim's Onboard Credit
Vista
Oceania Cruises
Mar 2, 2029 - Mar 13, 2029 (11 Nights)
Miami • San Juan, Puerto Rico • St John's, Antigua • Castries, St. Lucia • Bridgetown, Barbados • Roseau, Dominica • Tortola • Miami
Average Starting Price
$4,999pp
Jim's Onboard Credit
Emerald Princess
Princess Cruises
Dec 26, 2027 - Jan 9, 2028 (14 Nights)
San Juan, Puerto Rico • Tortola • St. Kitts • Dominica • Grenada • Bridgetown, Barbados • San Juan, Puerto Rico • Philipsburg, St. Maarten • St. Thomas • St John's, Antigua • St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$1,613pp
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!

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