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Viking Sea
Viking
Jan 6, 2028 - Jan 27, 2028 (21 Nights)
San Juan, Puerto Rico • Sail the Caribbean Sea • Bridgetown, Barbados • Sail the Atlantic Ocean • Iles du Salut (Ile Royale), French Guiana • Sail the Atlantic Ocean • Sail the Mouth of the Amazon River • Santarem, Brazil • Parintins, Brazil • Manaus, Brazil • Manaus, Brazil • Sail the Amazon River • Sail the Amazon River • Belem, Brazil • Sail the Atlantic Ocean • Sail the Atlantic Ocean • Scarborough (Tobago), Trinidad and Tobago • Castries, St. Lucia • St John's, Antigua • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$11,999pp
Jim's Onboard Credit
Freedom of the Seas
Royal Caribbean
Apr 27, 2027 - May 9, 2027 (12 Nights)
Miami • Royal Naval Dockyard, Bermuda • Ponta Delgada (Azores), Portugal • Southampton, England
Average Starting Price
$696pp
Jim's Onboard Credit
FREE Specialty Dining Meal
Silver Ray
Silversea
Jan 27, 2027 - Feb 7, 2027 (11 Nights)
Miami • San Juan, Puerto Rico • St. John • Gustavia, St. Barts • St John's, Antigua • Deshaies, Guadeloupe • Road Bay, Anguilla • Miami
Average Starting Price
$8,400pp
Jim's Onboard Credit
Viking Sky
Viking
Jan 8, 2028 - Jan 18, 2028 (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
$4,299pp
Jim's Onboard Credit
Seabourn Quest
Seabourn
Dec 28, 2027 - Jan 7, 2028 (10 Nights)
Miami • San Juan, Puerto Rico • St. Kitts • Little Bay, Montserrat • Saint Barthelemy, Gustavia • Great Harbor Jost Van Dyke, British Virgin Islands • Miami
Average Starting Price
$6,753pp
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!

Silver Shadow
Silversea
Dec 24, 2027 - Jan 5, 2028 (12 Nights)
Miami • Exuma Island, Bahamas • Samana, Dominican Republic • San Juan, Puerto Rico • St. John • Soper's Hole, Tortola • Puerto Plata, Dominican Republic • Grand Turk • Miami
Average Starting Price
$5,600pp
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!

Legend of the Seas
Royal Caribbean
Apr 3, 2027 - Apr 11, 2027 (8 Nights)
Fort Lauderdale • Willemstad, Curacao • Oranjestad, Aruba • Cabo Rojo, Dominican Republic • Perfect Day Cococay • Fort Lauderdale
Average Starting Price
$1,693pp
Jim's Onboard Credit
FREE Specialty Dining Meal
Island Princess
Princess Cruises
Nov 15, 2027 - Nov 29, 2027 (14 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • St. Kitts • Dominica • St. Lucia • Bridgetown, Barbados • Grenada • Oranjestad, Aruba • Willemstad, Curacao • Fort Lauderdale
Average Starting Price
$1,319pp
Jim's Onboard Credit
51% OFF
Carnival Valor
Carnival Cruise Line
Apr 26, 2027 - May 1, 2027 (5 Nights)
New Orleans • Fun Day at Sea • Cozumel • Progreso, Mexico • Fun Day at Sea • New Orleans
Average Starting Price
$358pp
Jim's Onboard Credit
Norwegian Joy
Norwegian Cruise Line
Nov 18, 2027 - Nov 27, 2027 (9 Nights)
Miami • Great Stirrup Cay • San Juan, Puerto Rico • Cabo Rojo, Dominican Republic • Oranjestad, Aruba • Ocho Rios, Jamaica • Miami
Average Starting Price
$1,049pp
Jim's Onboard Credit
EXPLORA I
Explora Journeys
Feb 5, 2027 - Feb 17, 2027 (12 Nights)
San Juan, Puerto Rico • Gustavia, St. Barts • St. Pierre • Bridgetown, Barbados • Port of Spain, Trinidad • Port of Spain, Trinidad • Macapa, , Brazil • Santarem, Brazil • Boca da Valeria (Amazon River), Brazil • Manaus, Brazil • Manaus, Brazil
Average Starting Price
$7,680pp
Jim's Onboard Credit
Star Legend
Windstar Cruises
Jan 3, 2028 - Jan 10, 2028 (7 Nights)
San Juan, Puerto Rico • St. John • Gustavia, St. Barts • Basseterre, St. Kitts and Nevis • 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
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