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October 2026

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32% OFF

Carnival Legend

Carnival Cruise Line

Mar 13, 2027 - Mar 21, 2027 (8 Nights)

Tampa • Fun Day at Sea • Fun Day at Sea • Limon, Costa Rica • Colon, Panama • Fun Day at Sea • George Town, Cayman Islands • Fun Day at Sea • Tampa

Average Starting Price

28% OFF

Jul 24, 2027 - Aug 1, 2027 (8 Nights)

Port Canaveral (Orlando), Florida • Fun Day at Sea • Amber Cove, Dominican Republic • San Juan, Puerto Rico • St. Thomas • Fun Day at Sea • Fun Day at Sea • Celebration Key • Port Canaveral (Orlando), Florida

Average Starting Price

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

40% OFF

Aug 3, 2027 - Aug 11, 2027 (8 Nights)

Manhattan • Fun Day at Sea • Fun Day at Sea • Celebration Key • Relaxaway Half Moon Cay • Grand Turk • Fun Day at Sea • Fun Day at Sea • Manhattan

Average Starting Price

$811pp

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!

Sirena

Oceania Cruises

Nov 28, 2027 - Dec 10, 2027 (12 Nights)

Miami • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Grenada • Castries, St. Lucia • Pointe-à-Pitre, Guadeloupe • Philipsburg, St. Maarten • Miami

Average Starting Price

Oct 11, 2029 - Oct 30, 2029 (19 Nights)

New York, New York • Sail the Atlantic Ocean • Sail the Atlantic Ocean • Sail the Atlantic Ocean • San Salvador, Bahamas • Man of War Bay (Great Inagua), Bahamas • Port Antonio, Jamaica • Sail the Caribbean Sea • Scenic Cruising: Panama Canal • Panama City (Fuerte Amador), Panama • Sail the Pacific Ocean • Sail the Pacific Ocean • Sail the Pacific Ocean • Lima, Peru • Sail the Pacific Ocean • Sail the Pacific Ocean • Iquique, Chile • Sail the Pacific Ocean • Sail the Pacific Ocean • Valparaíso, Chile

Average Starting Price

Oct 8, 2029 - Oct 27, 2029 (19 Nights)

Average Starting Price

Apr 9, 2027 - May 4, 2027 (25 Nights)

Miami • Royal Naval Dockyard, Bermuda • Santa Cruz de la Palma, Spain • Arrecife (Lanzarote), Spain • Santa Cruz de Tenerife, Spain • Funchal, Portugal • Lisbon, Portugal • Porto, Portugal • La Coruna, Spain • Bilbao, Spain • Biarritz, France • Le Verdon, France • Le Verdon, France • Saint Malo, France • St. Peter Port, Guernsey • Southampton, England

Average Starting Price

Apr 5, 2027 - Apr 22, 2027 (17 Nights)

San Juan, Puerto Rico • Gustavia, St. Barts • Gustavia, St. Barts • Little Bay, Montserrat • Basseterre, St. Kitts and Nevis • Key West, Florida • Miami • Ocho Rios, Jamaica • Willemstad, Curacao • Oranjestad, Aruba • Santa Marta, Colombia • Cartagena, Colombia • Cartagena, Colombia • Crossing the Panama Canal • Panama City (Fuerte Amador), Panama • Panama City (Fuerte Amador), Panama

Average Starting Price

Jan 24, 2028 - Jan 29, 2028 (5 Nights)

Fort Lauderdale • Disney Castaway Cay, Bahamas • Disney Lookout Cay at Lighthouse Point, Bahamas • Nassau • Fort Lauderdale

Average Starting Price

Dec 19, 2027 - Jan 4, 2028 (16 Nights)

Miami • George Town, Cayman Islands • Cartagena, Colombia • Panama Canal, Panama • Puntarenas, Costa Rica • Puerto Quetzal, Guatemala • Zihuatanejo (Ixtapa), Mexico • Manzanillo, Mexico • Ensenada • Los Angeles

Average Starting Price

$7,549pp

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!

Volendam

Holland America Line

Dec 11, 2027 - Jan 4, 2028 (24 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay • Willemstad, Curacao • Cartagena, Colombia • Enter Panama Canal at Cristobal • Cruising Panama Canal And Gatun Lake • Gatun Lake, Panama • Cruising Gatun Lake And Panama Canal • Panama Canal, Panama • Colon, Panama • Limon, Costa Rica • George Town, Cayman Islands • Fort Lauderdale • Relaxaway Half Moon Cay • Philipsburg, St. Maarten • Fort-De-France, Martinique • Bridgetown, Barbados • Scarborough (Tobago), Trinidad and Tobago • Castries, St. Lucia • Basseterre, St. Kitts and Nevis • Fort Lauderdale

Average Starting Price

$6,189pp

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!

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