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Cruise Dates

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November 2026

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MSC Seaview

MSC Cruises

Nov 17, 2026 - Dec 4, 2026 (17 Nights)

Barcelona, Spain • Las Palmas (Gran Canaria), Spain • Philipsburg, St. Maarten • St. Kitts • Dominica • Bridgetown, Barbados • Saint George • Kingstown, Saint Vincent Island, Saint Vincent • Fort-De-France, Martinique

Average Starting Price

$1,798pp

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

Jan 16, 2028 - Jan 23, 2028 (7 Nights)

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

Average Starting Price

Mar 28, 2027 - Apr 7, 2027 (10 Nights)

Miami • Relaxaway Half Moon Cay • Cabo Rojo, Dominican Republic • Kralendijk, Bonaire • Willemstad, Curacao • Oranjestad, Aruba • Miami

Average Starting Price

$1,909pp

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!

Silver Nova

Silversea

Jan 6, 2027 - Jan 18, 2027 (12 Nights)

Miami • San Juan, Puerto Rico • St. John • Gustavia, St. Barts • St. Kitts • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Bridgetown, Barbados

Average Starting Price

Jan 15, 2028 - Jan 21, 2028 (6 Nights)

Tampa • Costa Maya • Cozumel • Progreso, Mexico • Tampa

Average Starting Price

Jan 14, 2028 - Jan 30, 2028 (16 Nights)

Fort Lauderdale • Oranjestad, Aruba • Panama Canal Full Transit Historic Locks • Panama City (Fuerte Amador), Panama • Puntarenas, Costa Rica • Puerto Chiapas, Mexico • Huatulco, Mexico • Puerto Vallarta, Mexico • Los Angeles

Average Starting Price

Jan 25, 2028 - Feb 3, 2028 (9 Nights)

Fort Lauderdale • Grand Turk • Oranjestad, Aruba • Oranjestad, Aruba • Willemstad, Curacao • Fort Lauderdale

Average Starting Price

$674pp

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!

57% OFF

Carnival Mardi Gras

Carnival Cruise Line

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

Port Canaveral (Orlando), Florida • Nassau • Relaxaway Half Moon Cay • Fun Day at Sea • Amber Cove, Dominican Republic • Fun Day at Sea • Celebration Key • Port Canaveral (Orlando), Florida

Average Starting Price

$463pp

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!

Wind Surf

Windstar Cruises

Nov 20, 2027 - Nov 28, 2027 (8 Nights)

Philipsburg, St. Maarten • Gustavia, St. Barts • St John's, Antigua • Deshaies, Guadeloupe • Road Bay, Anguilla • Soper's Hole, Tortola • Great Harbor Jost Van Dyke, British Virgin Islands • Great Harbor Jost Van Dyke, British Virgin Islands • Virgin Gorda, British Virgin Islands • Philipsburg, St. Maarten

Average Starting Price

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

Rotterdam, Netherlands • Zeebrugge (Bruges), Belgium • Le Havre, France • Southampton, England • Hamburg, Germany • Rotterdam, Netherlands

Average Starting Price

$617pp

Jim's Onboard Credit

Norwegian Viva

Norwegian Cruise Line

Dec 10, 2027 - Dec 13, 2027 (3 Nights)

Miami • Nassau • Great Stirrup Cay • Miami

Average Starting Price

$399pp

Jim's Onboard Credit

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