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Cruise Dates

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October 2026

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Symphony of the Seas

Royal Caribbean

Dec 4, 2027 - Dec 12, 2027 (8 Nights)

Fort Lauderdale • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico • Perfect Day Cococay • Nassau • Fort Lauderdale

Average Starting Price

$1,050pp

Jim's Onboard Credit

Norwegian Pearl

Norwegian Cruise Line

Dec 13, 2027 - Dec 23, 2027 (10 Nights)

Philadelphia • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Philipsburg, St. Maarten • St John's, Antigua • Philadelphia

Average Starting Price

$1,081pp

Jim's Onboard Credit

Norwegian Bliss

Norwegian Cruise Line

Dec 10, 2027 - Dec 22, 2027 (12 Nights)

Manhattan • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Tortola • Philipsburg, St. Maarten • St. Kitts • St. Thomas • Manhattan

Average Starting Price

Nov 27, 2027 - Dec 4, 2027 (7 Nights)

San Juan, Puerto Rico • Tortola • Bridgetown, Barbados • Castries, St. Lucia • Roseau, Dominica • Philipsburg, St. Maarten • San Juan, Puerto Rico

Average Starting Price

8% OFF

Aug 9, 2027 - Sep 3, 2027 (25 Nights)

San Diego • Puerto Vallarta, Mexico • Manzanillo, Mexico • Zihuatanejo (Ixtapa), Mexico • Acajutla, El Salvador • San Juan del sur, Nicaragua • Puntarenas, Costa Rica • Panama City (Fuerte Amador), Panama • Panama City (Fuerte Amador), Panama • Cartagena, Colombia • Cartagena, Colombia • Port Antonio, Jamaica • Cabo Rojo, Dominican Republic • La Romana, Dominican Republic • San Juan, Puerto Rico • Charleston • Charleston • New York, New York

Average Starting Price

$10,310pp

Jim's Onboard Credit

Celebrity Constellation

Celebrity Cruises

Mar 20, 2027 - Mar 27, 2027 (7 Nights)

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

Average Starting Price

Mar 13, 2027 - Mar 19, 2027 (6 Nights)

San Juan, Puerto Rico • Tortola • Basseterre, St. Kitts and Nevis • St John's, Antigua • Castries, St. Lucia • San Juan, Puerto Rico

Average Starting Price

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

Miami • Grand Turk • San Juan, Puerto Rico • St. Thomas • Relaxaway Half Moon Cay • Miami

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!

Norwegian Dawn

Norwegian Cruise Line

Jan 2, 2028 - Jan 14, 2028 (12 Nights)

Jacksonville • Great Stirrup Cay • Grand Bahama Island • Puerto Plata, Dominican Republic • Samana, Dominican Republic • Tortola • St John's, Antigua • Philipsburg, St. Maarten • San Juan, Puerto Rico • Jacksonville

Average Starting Price

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

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

Average Starting Price

23% OFF

Jan 2, 2027 - Jan 16, 2027 (14 Nights)

Galveston • Fun Day at Sea • Fun Day at Sea • Ocho Rios, Jamaica • Fun Day at Sea • Fun Day at Sea • Bridgetown, Barbados • St. Lucia • St. Kitts • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Fun Day at Sea • Fun Day at Sea • Fun Day at Sea • Galveston

Average Starting Price

Dec 19, 2026 - Dec 26, 2026 (7 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay • San Juan, Puerto Rico • Philipsburg, St. Maarten • Fort Lauderdale

Average Starting Price

$729pp

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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