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Norwegian Viva
Norwegian Cruise Line
Feb 14, 2028 - Feb 18, 2028 (4 Nights)
Miami • Great Stirrup Cay • Nassau • Miami
Average Starting Price
$449pp
Jim's Onboard Credit
52% OFF
MSC Poesia
MSC Cruises
Jan 24, 2027 - Feb 4, 2027 (11 Nights)
Miami • Montego Bay, Jamaica • Cartagena, Colombia • Colon, Panama • Limon, Costa Rica • Roatan, Honduras • Belize City • Miami
Average Starting Price
$998pp
Jim's Onboard Credit
30% OFF
Seven Seas Grandeur
Regent Seven Seas Cruises
Nov 13, 2028 - Dec 3, 2028 (20 Nights)
Rome (Civitavecchia), Italy • Naples, Italy • Barcelona, Spain • Cruising the Mediterranean Sea • Malaga, Spain • Cadiz, Spain • Lisbon, Portugal • Cruising the Atlantic Ocean • Funchal, Portugal • 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 • San Juan, Puerto Rico • Cruising the Caribbean Sea • Cruising the Florida Straits • Miami
Average Starting Price
$13,099pp
Jim's Onboard Credit
Wind Surf
Windstar Cruises
Mar 6, 2027 - Mar 20, 2027 (14 Nights)
Philipsburg, St. Maarten • Charlestown, Nevis • Roseau, Dominica • Mayreau Island, Saint Vincent and the Grenadines • Les Saintes, F.W.I. • Basseterre, St. Kitts and Nevis • Gustavia, St. Barts • Philipsburg, St. Maarten • Falmouth (English Harbour), Antigua & Barbuda • Road Bay, Anguilla • Soper's Hole, Tortola • Great Harbor Jost Van Dyke, British Virgin Islands • Great Harbor Jost Van Dyke, British Virgin Islands • Virgin Gorda, British Virgin Islands • Gustavia, St. Barts • Philipsburg, St. Maarten
Average Starting Price
$6,070pp
Jim's Onboard Credit
38% OFF
Carnival Tropicale
Carnival Cruise Line
Sep 2, 2028 - Sep 10, 2028 (8 Nights)
Galveston • Fun Day at Sea • Fun Day at Sea • Nassau • Relaxaway Half Moon Cay • Celebration Key • Fun Day at Sea • Fun Day at Sea • Galveston
Average Starting Price
$903pp
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!

Norwegian Joy
Norwegian Cruise Line
Apr 8, 2028 - Apr 17, 2028 (9 Nights)
Miami • Great Stirrup Cay • Cabo Rojo, Dominican Republic • Willemstad, Curacao • Oranjestad, Aruba • Falmouth, Jamaica • Miami
Average Starting Price
$1,389pp
Jim's Onboard Credit
Seabourn Ovation
Seabourn
Feb 5, 2028 - Feb 12, 2028 (7 Nights)
Philipsburg, St. Maarten • Soper's Hole, Tortola • St. Kitts • Trois Ilets, Martinique • Bequia Island, Saint Vincent • Grenada • Bridgetown, Barbados
Average Starting Price
$5,643pp
Jim's Onboard Credit
Norwegian Dawn
Norwegian Cruise Line
Apr 8, 2028 - Apr 13, 2028 (5 Nights)
Jacksonville • Great Stirrup Cay • Nassau • Jacksonville
Average Starting Price
$519pp
Jim's Onboard Credit
Azamara Quest
Azamara
Feb 16, 2028 - Mar 13, 2028 (26 Nights)
Buenos Aires, Argentina • Montevideo, Uruguay • Rio Grande Do Sul, Brazil • Porto Belo, Brazil • Sao Francisco do Sul, Brazil • Paranagua, brazil • Santos (Sao Paulo), Brazil • Ilhabela, Brazil • Paraty, Brazil • Rio de Janeiro, Brazil • Rio de Janeiro, Brazil • Rio de Janeiro, Brazil • Salvador da Bahia, Brazil • Salvador da Bahia, Brazil • Natal, Brazil • Belem, Brazil • Iles du Salut (Ile Royale), French Guiana • Scarborough (Tobago), Trinidad and Tobago • Bridgetown, Barbados
Average Starting Price
$11,669pp
Jim's Onboard Credit
49% OFF
Carnival Venezia
Carnival Cruise Line
Jan 2, 2028 - Jan 8, 2028 (6 Nights)
Miami • Celebration Key • Fun Day at Sea • Montego Bay, Jamaica • George Town, Cayman Islands • Fun Day at Sea • Miami
Average Starting Price
$443pp
Jim's Onboard Credit
33% OFF
Carnival Breeze
Carnival Cruise Line
Jan 3, 2028 - Jan 15, 2028 (12 Nights)
Galveston • Fun Day at Sea • Fun Day at Sea • George Town, Cayman Islands • Fun Day at Sea • Oranjestad, Aruba • Kralendijk, Bonaire • Willemstad, Curacao • Fun Day at Sea • Montego Bay, Jamaica • Fun Day at Sea • Fun Day at Sea • Galveston
Average Starting Price
$1,206pp
Jim's Onboard Credit
Wonder of the Seas
Royal Caribbean
Oct 15, 2027 - Oct 18, 2027 (3 Nights)
Miami • Perfect Day Cococay • Nassau • Miami
Average Starting Price
$538pp
Jim's Onboard Credit
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