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Cruise Dates

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November 2026

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Hero of the Seas

Royal Caribbean

Dec 18, 2027 - Dec 23, 2027 (5 Nights)

Miami • Cozumel • Perfect Day Cococay • Miami

Average Starting Price

$1,510pp

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!

Seabourn Quest

Seabourn

Dec 20, 2026 - Jan 5, 2027 (16 Nights)

Miami • San Juan, Puerto Rico • Road Bay, Anguilla • St. Kitts • Marigot Bay, St. Martin, French West Indies • Terre de Haut, Guadeloupe • Fort-De-France, Martinique • Rodney Bay, Saint Lucia • Roseau, Dominica • Little Bay, Montserrat • St John's, Antigua • Great Harbor Jost Van Dyke, British Virgin Islands • Miami

Average Starting Price

Oct 22, 2027 - Oct 25, 2027 (3 Nights)

Miami • Perfect Day Cococay • Nassau • Miami

Average Starting Price

Feb 6, 2028 - Feb 12, 2028 (6 Nights)

Miami • Ocho Rios, Jamaica • George Town, Cayman Islands • Bimini • Miami

Average Starting Price

Dec 28, 2028 - Jan 7, 2029 (10 Nights)

Miami • Key West, Florida • George Town, Cayman Islands • Santo Tomas de Castilla, Guatemala • Harvest Caye, Belize • Cozumel • Miami

Average Starting Price

$5,149pp

Jim's Onboard Credit

19% OFF

Seven Seas Grandeur

Regent Seven Seas Cruises

Dec 19, 2026 - Dec 29, 2026 (10 Nights)

Miami • St. Thomas • St John's, Antigua • Roseau, Dominica • Basseterre, St. Kitts and Nevis • Tortola • Miami

Average Starting Price

Jan 25, 2027 - Feb 4, 2027 (10 Nights)

Miami • Philipsburg, St. Maarten • Tortola • Basseterre, St. Kitts and Nevis • St John's, Antigua • Bimini • Miami

Average Starting Price

Sep 5, 2027 - Sep 12, 2027 (7 Nights)

Miami • Celebration Key • Fun Day at Sea • Cozumel • Isla Tropicale, Roatan • Fun Day at Sea • Fun Day at Sea • Miami

Average Starting Price

May 16, 2027 - May 22, 2027 (6 Nights)

Miami • Perfect Day Cococay • Puerto Plata, Dominican Republic • Grand Turk • Miami

Average Starting Price

$842pp

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!

Scarlet Lady

Virgin Voyages

Jan 23, 2027 - Jan 28, 2027 (5 Nights)

Miami • Grand Turk • Bimini • Miami

Average Starting Price

$845pp

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!