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59% OFF
Margaritaville at Sea Islander
Margaritaville at Sea
Sep 13, 2027 - Sep 23, 2027 (10 Nights)
Tampa • Cabo Rojo, Dominican Republic • Oranjestad, Aruba • Willemstad, Curacao • Montego Bay, Jamaica • George Town, Cayman Islands • Tampa
Average Starting Price
$999pp
Jim's Onboard Credit
Azamara Quest
Azamara
Dec 19, 2027 - Dec 27, 2027 (8 Nights)
San Juan, Puerto Rico • Virgin Gorda, British Virgin Islands • St John's, Antigua • Portsmouth, Dominica • Port Elizabeth (Bequia), Saint Vincent and the Grenadines • Grenada • Scarborough (Tobago), Trinidad and Tobago • Bridgetown, Barbados
Average Starting Price
$2,529pp
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!

Icon of the Seas
Royal Caribbean
Oct 23, 2027 - Oct 31, 2027 (8 Nights)
Galveston • Cozumel • Costa Maya • Perfect Day Cococay • Galveston
Average Starting Price
$1,505pp
Jim's Onboard Credit
Disney Treasure
Disney Cruise Line
Jul 17, 2027 - Jul 24, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Tortola • St. Thomas • Disney Castaway Cay, Bahamas • Port Canaveral (Orlando), Florida
Average Starting Price
$3,112pp
Jim's Onboard Credit
Viking Kara
Viking
Nov 29, 2028 - Dec 6, 2028 (7 Nights)
Amsterdam, Netherlands • Waal & Merwede • Dordrecht, Netherlands • Cologne, Germany • Koblenz, Germany • Middle Rhine • Rudesheim, Germany • Mannheim, Germany • Speyer, Germany • Strasbourg, France • Breisach, Germany • Basel, Switzerland
Average Starting Price
$3,599pp
Jim's Onboard Credit
Allura
Oceania Cruises
Dec 21, 2026 - Jan 7, 2027 (17 Nights)
Miami • Costa Maya • Roatan, Honduras • Harvest Caye, Belize • Cozumel • Miami • St. Thomas • Philipsburg, St. Maarten • Gustavia, St. Barts • Basseterre, St. Kitts and Nevis • Tortola • Miami
Average Starting Price
$11,399pp
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!

29% OFF
Seven Seas Mariner
Regent Seven Seas Cruises
Nov 17, 2028 - Nov 29, 2028 (12 Nights)
Miami • St. Thomas • Gustavia, St. Barts • St John's, Antigua • Pointe-à-Pitre, Guadeloupe • Basseterre, St. Kitts and Nevis • Philipsburg, St. Maarten • Tortola • Miami
Average Starting Price
$7,399pp
Jim's Onboard Credit
48% OFF
MSC Musica
MSC Cruises
Nov 6, 2027 - Nov 22, 2027 (16 Nights)
Genoa (Portofino), Italy • Marseille (Provence), France • Valencia, Spain • Lisbon, Portugal • Funchal, Portugal • Salvador, Brazil • Ilheus, Brazil • Rio de Janeiro, Brazil
Average Starting Price
$1,529pp
Jim's Onboard Credit
Crown Princess
Princess Cruises
Feb 21, 2027 - Feb 28, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$691pp
Jim's Onboard Credit
52% OFF
Margaritaville at Sea Beachcomber
Margaritaville at Sea
May 15, 2027 - May 22, 2027 (7 Nights)
Miami • Key West, Florida • George Town, Cayman Islands • Ocho Rios, Jamaica • Nassau • Miami
Average Starting Price
$529pp
Jim's Onboard Credit
9% OFF
Crystal Grace
Crystal Cruises
Jan 3, 2029 - Jan 11, 2029 (8 Nights)
Fort Lauderdale • Grand Turk • Samana, Dominican Republic • Great Harbor Jost Van Dyke, British Virgin Islands • St John's, Antigua • St. Kitts • Gustavia, St. Barts • San Juan, Puerto Rico
Average Starting Price
$4,900pp
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!

Norwegian Jewel
Norwegian Cruise Line
Feb 29, 2028 - Mar 9, 2028 (9 Nights)
Miami • Great Stirrup Cay • Cabo Rojo, Dominican Republic • Willemstad, Curacao • Oranjestad, Aruba • Montego Bay, Jamaica • Miami
Average Starting Price
$1,219pp
Jim's Onboard Credit
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