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October 2026

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Celebrity Eclipse

Celebrity Cruises

Feb 28, 2028 - Mar 11, 2028 (12 Nights)

Fort Lauderdale • Puerto Plata, Dominican Republic • Oranjestad, Aruba • Willemstad, Curacao • Castries, St. Lucia • Basseterre, St. Kitts and Nevis • St. Thomas • Fort Lauderdale

Average Starting Price

Feb 28, 2027 - Mar 14, 2027 (14 Nights)

Fort Lauderdale • Nassau • Grand Turk • Amber Cove, Dominican Republic • Relaxaway Half Moon Cay • Fort Lauderdale • Grand Turk • San Juan, Puerto Rico • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale

Average Starting Price

$2,714pp

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 Luna

Norwegian Cruise Line

Nov 21, 2027 - Nov 28, 2027 (7 Nights)

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

Average Starting Price

62% OFF

Apr 4, 2027 - Apr 11, 2027 (7 Nights)

Miami • Fun Day at Sea • Fun Day at Sea • St. Thomas • San Juan, Puerto Rico • Fun Day at Sea • Celebration Key • Miami

Average Starting Price

$362pp

Jim's Onboard Credit

Norwegian Pearl

Norwegian Cruise Line

Feb 26, 2028 - Mar 7, 2028 (10 Nights)

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

Average Starting Price

Feb 12, 2028 - Feb 19, 2028 (7 Nights)

San Juan, Puerto Rico • St. Thomas • Bridgetown, Barbados • Castries, St. Lucia • St John's, Antigua • Philipsburg, St. Maarten • San Juan, Puerto Rico

Average Starting Price

Mar 14, 2027 - Mar 21, 2027 (7 Nights)

Fort Lauderdale • Puerto Plata, Dominican Republic • St. Thomas • Basseterre, St. Kitts and Nevis • Fort Lauderdale

Average Starting Price

Dec 20, 2026 - Dec 30, 2026 (10 Nights)

Fort Lauderdale • St. Thomas • Virgin Gorda, British Virgin Islands • St John's, Antigua • Marigot Bay, St. Martin, French West Indies • San Juan, Puerto Rico • Nassau • Fort Lauderdale

Average Starting Price

$6,000pp

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!

Celebrity Summit

Celebrity Cruises

Nov 21, 2027 - Nov 28, 2027 (7 Nights)

San Juan, Puerto Rico • Roseau, Dominica • Bridgetown, Barbados • Castries, St. Lucia • St John's, Antigua • St. Thomas • San Juan, Puerto Rico

Average Starting Price

$624pp

Jim's Onboard Credit

Margaritaville at Sea Beachcomber

Margaritaville at Sea

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

Miami • Freeport • San Juan, Puerto Rico • St. Thomas • Miami

Average Starting Price

Jan 22, 2028 - Jan 29, 2028 (7 Nights)

San Juan, Puerto Rico • Gustavia, St. Barts • St. Thomas • Cayo Levantado, Dominican Republic • Puerto Plata, Dominican Republic • Ocean Cay • Miami

Average Starting Price

Mar 19, 2028 - Mar 29, 2028 (10 Nights)

Port Canaveral (Orlando), Florida • San Juan, Puerto Rico • St. Kitts • St. Lucia • St John's, Antigua • St. Thomas • Port Canaveral (Orlando), Florida

Average Starting Price

$1,364pp

Jim's Onboard Credit

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