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October 2026

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38% OFF

Carnival Festivale

Carnival Cruise Line

Jan 8, 2028 - Jan 16, 2028 (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

Mar 8, 2027 - Mar 18, 2027 (10 Nights)

Miami • Fun Day at Sea • Fun Day at Sea • Philipsburg, St. Maarten • St. Kitts • St. Lucia • St John's, Antigua • St. Thomas • Fun Day at Sea • Fun Day at Sea • Miami

Average Starting Price

Mar 11, 2028 - Mar 18, 2028 (7 Nights)

San Juan, Puerto Rico • St. Thomas • Bridgetown, Barbados • Fort-De-France, Martinique • Roseau, Dominica • Philipsburg, St. Maarten • San Juan, Puerto Rico

Average Starting Price

Apr 23, 2028 - Apr 29, 2028 (6 Nights)

Fort Lauderdale • Disney Castaway Cay, Bahamas • Disney Lookout Cay at Lighthouse Point, Bahamas • St. Thomas • Philipsburg, St. Maarten • San Juan, Puerto Rico

Average Starting Price

Nov 24, 2026 - Dec 3, 2026 (9 Nights)

Fort Lauderdale • St John's, Antigua • Castries, St. Lucia • Basseterre, St. Kitts and Nevis • St. Thomas • Fort Lauderdale

Average Starting Price

Mar 4, 2028 - Mar 11, 2028 (7 Nights)

San Juan, Puerto Rico • St. Thomas • Cayo Levantado, Dominican Republic • Puerto Plata, Dominican Republic • Key West, Florida • Ocean Cay • Miami

Average Starting Price

$3,915pp

Jim's Onboard Credit

Norwegian Aura

Norwegian Cruise Line

Oct 9, 2027 - Oct 16, 2027 (7 Nights)

Miami • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Miami

Average Starting Price

Jan 17, 2027 - Feb 7, 2027 (21 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay • Oranjestad, Aruba • 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 • St John's, Antigua • St. Thomas • Tortola • San Juan, Puerto Rico • Relaxaway Half Moon Cay • Fort Lauderdale

Average Starting Price

$4,264pp

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!

Allure of the Seas

Royal Caribbean

Dec 6, 2026 - Dec 13, 2026 (7 Nights)

Miami • Philipsburg, St. Maarten • St. Thomas • Puerto Plata, Dominican Republic • Miami

Average Starting Price

$629pp

Jim's Onboard Credit

FREE Specialty Dining Meal

Celebrity Apex

Celebrity Cruises

Mar 13, 2027 - Mar 20, 2027 (7 Nights)

Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Basseterre, St. Kitts and Nevis • Port Canaveral (Orlando), Florida

Average Starting Price

$1,263pp

Jim's Onboard Credit

Norwegian Epic

Norwegian Cruise Line

Dec 31, 2027 - Jan 7, 2028 (7 Nights)

Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Port Canaveral (Orlando), Florida

Average Starting Price

$1,339pp

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!

60% OFF

Margaritaville at Sea Beachcomber

Margaritaville at Sea

Jan 9, 2027 - Jan 16, 2027 (7 Nights)

Miami • St. Thomas • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Miami

Average Starting Price

$899pp

Jim's Onboard Credit

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