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Cruise Dates

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November 2026

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Seabourn Ovation

Seabourn

Feb 26, 2028 - Mar 11, 2028 (14 Nights)

Bridgetown, Barbados • Castries, St. Lucia • Little Bay, Montserrat • St John's, Antigua • St. Kitts • Great Harbor Jost Van Dyke, British Virgin Islands • Philipsburg, St. Maarten • Soper's Hole, Tortola • St. Kitts • Trois Ilets, Martinique • Bequia Island, Saint Vincent • Grenada • Bridgetown, Barbados

Average Starting Price

$9,608pp

Jim's Onboard Credit

Norwegian Dawn

Norwegian Cruise Line

Nov 25, 2026 - Nov 30, 2026 (5 Nights)

Jacksonville • Grand Bahama Island • Nassau • Great Stirrup Cay • Jacksonville

Average Starting Price

Nov 25, 2026 - Nov 29, 2026 (4 Nights)

Galveston • Progreso, Mexico • Galveston

Average Starting Price

Mar 10, 2029 - Mar 25, 2029 (15 Nights)

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

Average Starting Price

$2,434pp

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!

Sky Princess

Princess Cruises

Dec 10, 2028 - Dec 17, 2028 (7 Nights)

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

Average Starting Price

$825pp

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 Joy

Norwegian Cruise Line

Dec 11, 2026 - Dec 14, 2026 (3 Nights)

Miami • Nassau • Great Stirrup Cay • Miami

Average Starting Price

Apr 22, 2028 - May 5, 2028 (13 Nights)

Port Canaveral (Orlando), Florida • Royal Naval Dockyard, Bermuda • Ponta Delgada (Azores), Portugal • Lisbon, Portugal • Amsterdam, Netherlands

Average Starting Price

Dec 27, 2026 - Jan 3, 2027 (7 Nights)

Tampa • Key West, Florida • Bimini • Nassau • Tampa

Average Starting Price

$2,283pp

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 Silhouette

Celebrity Cruises

Jan 4, 2029 - Jan 14, 2029 (10 Nights)

San Juan, Puerto Rico • Willemstad, Curacao • Oranjestad, Aruba • St John's, Antigua • Fort-De-France, Martinique • Bridgetown, Barbados • Castries, St. Lucia • Philipsburg, St. Maarten • San Juan, Puerto Rico

Average Starting Price

Feb 22, 2027 - Feb 26, 2027 (4 Nights)

Port Canaveral (Orlando), Florida • Nassau • Disney Castaway Cay, Bahamas • Port Canaveral (Orlando), Florida

Average Starting Price

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

Port Canaveral (Orlando), Florida • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico • Perfect Day Cococay • Port Canaveral (Orlando), Florida

Average Starting Price

$964pp

Jim's Onboard Credit

FREE Specialty Dining Meal

Celebrity Xcel

Celebrity Cruises

Feb 24, 2029 - Mar 4, 2029 (8 Nights)

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

Average Starting Price

$1,317pp

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!

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