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Carnival Festivale
Carnival Cruise Line
May 29, 2027 - Jun 6, 2027 (8 Nights)
Port Canaveral (Orlando), Florida • Fun Day at Sea • Fun Day at Sea • St. Thomas • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Fun Day at Sea • Celebration Key • Port Canaveral (Orlando), Florida
Average Starting Price
$1,514pp
Jim's Onboard Credit
Silver Nova
Silversea
Jan 9, 2028 - Jan 20, 2028 (11 Nights)
Miami • San Juan, Puerto Rico • Soper's Hole, Tortola • Gustavia, St. Barts • St. Kitts • St John's, Antigua • St. John • Miami
Average Starting Price
$6,300pp
Jim's Onboard Credit
Disney Wish
Disney Cruise Line
Nov 5, 2027 - Nov 12, 2027 (7 Nights)
San Juan, Puerto Rico • Oranjestad, Aruba • Kralendijk, Bonaire • Dominica • Philipsburg, St. Maarten • San Juan, Puerto Rico
Average Starting Price
$2,464pp
Jim's Onboard Credit
Silver Dawn
Silversea
Dec 21, 2027 - Dec 28, 2027 (7 Nights)
San Juan, Puerto Rico • St. John • St. Kitts • Castries, St. Lucia • St John's, Antigua • Great Harbor Jost Van Dyke, British Virgin Islands • San Juan, Puerto Rico
Average Starting Price
$3,800pp
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!

Nieuw Statendam
Holland America Line
Mar 28, 2027 - Apr 4, 2027 (7 Nights)
Fort Lauderdale • Grand Turk • San Juan, Puerto Rico • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$1,539pp
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!

38% OFF
Carnival Miracle
Carnival Cruise Line
Jan 6, 2028 - Jan 15, 2028 (9 Nights)
Baltimore • Fun Day at Sea • Fun Day at Sea • Amber Cove, Dominican Republic • San Juan, Puerto Rico • St. Thomas • Fun Day at Sea • Fun Day at Sea • Fun Day at Sea • Baltimore
Average Starting Price
$924pp
Jim's Onboard Credit
33% OFF
Carnival Valor
Carnival Cruise Line
Jan 16, 2028 - Jan 30, 2028 (14 Nights)
Mobile, Alabama • Fun Day at Sea • Celebration Key • Fun Day at Sea • Amber Cove, Dominican Republic • San Juan, Puerto Rico • St. Thomas • Fun Day at Sea • Oranjestad, Aruba • Willemstad, Curacao • Fun Day at Sea • Montego Bay, Jamaica • Fun Day at Sea • Fun Day at Sea • Mobile, Alabama
Average Starting Price
$1,203pp
Jim's Onboard Credit
EXPLORA I
Explora Journeys
Mar 1, 2027 - Mar 24, 2027 (23 Nights)
San Juan, Puerto Rico • St John's, Antigua • Road Bay, Anguilla • Virgin Gorda, British Virgin Islands • Grand Turk • Miami • San Juan, Puerto Rico • Philipsburg, St. Maarten • Funchal, Portugal • Cadiz, Spain • Malaga, Spain • Barcelona, Spain
Average Starting Price
$11,970pp
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!

Sirena
Oceania Cruises
Nov 21, 2027 - Dec 22, 2027 (31 Nights)
Miami • Cozumel • Santo Tomas de Castilla, Guatemala • Harvest Caye, Belize • Costa Maya • Miami • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Grenada • Castries, St. Lucia • Pointe-à-Pitre, Guadeloupe • Philipsburg, St. Maarten • Miami • Nassau • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Basseterre, St. Kitts and Nevis • St. Thomas • St John's, Antigua • Gustavia, St. Barts • Tortola • Miami
Average Starting Price
$8,649pp
Jim's Onboard Credit
Viking Sea
Viking
Nov 27, 2027 - Dec 7, 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
$4,499pp
Jim's Onboard Credit
EXPLORA III
Explora Journeys
Mar 29, 2027 - Apr 12, 2027 (14 Nights)
Miami • St. John • St John's, Antigua • Terre de Haut, Guadeloupe • Tortola • San Juan, Puerto Rico • Gustavia, St. Barts • Gustavia, St. Barts • Little Bay, Montserrat • Basseterre, St. Kitts and Nevis • Key West, Florida • Miami
Average Starting Price
$11,970pp
Jim's Onboard Credit
Viking Sky
Viking
Nov 29, 2027 - Dec 9, 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
$4,499pp
Jim's Onboard Credit
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