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Cruise Dates

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October 2026

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Seabourn Quest

Seabourn

Dec 18, 2027 - Dec 28, 2027 (10 Nights)

Miami • San Juan, Puerto Rico • Road Bay, Anguilla • Little Bay, Montserrat • St. Kitts • Great Harbor Jost Van Dyke, British Virgin Islands • Miami

Average Starting Price

$7,453pp

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!

Disney Treasure

Disney Cruise Line

Oct 30, 2027 - Nov 6, 2027 (7 Nights)

Port Canaveral (Orlando), Florida • Cozumel • George Town, Cayman Islands • Falmouth, Jamaica • Disney Castaway Cay, Bahamas • Port Canaveral (Orlando), Florida

Average Starting Price

$2,175pp

Jim's Onboard Credit

54% OFF

Margaritaville at Sea Beachcomber

Margaritaville at Sea

May 1, 2027 - May 8, 2027 (7 Nights)

Miami • Puerto Plata, Dominican Republic • Ocho Rios, Jamaica • George Town, Cayman Islands • Miami

Average Starting Price

9% OFF

Dec 22, 2028 - Jan 3, 2029 (12 Nights)

Fort Lauderdale • Grand Turk • St John's, Antigua • Bridgetown, Barbados • Grenada • Kingstown, Saint Vincent Island, Saint Vincent • Castries, St. Lucia • St. Kitts • Fort Lauderdale

Average Starting Price

$8,350pp

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!

Freedom of the Seas

Royal Caribbean

Nov 4, 2027 - Nov 13, 2027 (9 Nights)

Miami • Willemstad, Curacao • Oranjestad, Aruba • Cabo Rojo, Dominican Republic • Perfect Day Cococay • Miami

Average Starting Price

$1,181pp

Jim's Onboard Credit

Norwegian Joy

Norwegian Cruise Line

Nov 5, 2027 - Nov 8, 2027 (3 Nights)

Miami • Great Stirrup Cay • Nassau • Miami

Average Starting Price

Dec 29, 2027 - Jan 8, 2028 (10 Nights)

San Juan, Puerto Rico • St. Thomas • Basseterre, St. Kitts and Nevis • Castries, St. Lucia • Bridgetown, Barbados • Roseau, Dominica • St John's, Antigua • Philipsburg, St. Maarten • St. Croix • San Juan, Puerto Rico

Average Starting Price

Dec 17, 2027 - Dec 24, 2027 (7 Nights)

Miami • Exuma Island, Bahamas • Grand Turk • Puerto Plata, Dominican Republic • Bimini • Miami

Average Starting Price

$4,950pp

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!

42% OFF

Carnival Valor

Carnival Cruise Line

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

New Orleans • Fun Day at Sea • Cozumel • Fun Day at Sea • New Orleans

Average Starting Price

9% OFF

Dec 19, 2027 - Dec 28, 2027 (9 Nights)

Fort Lauderdale • Grand Turk • Cap Cana (Punta Cana), Dominican Republic • San Juan, Puerto Rico • Gustavia, St. Barts • Nassau • Fort Lauderdale

Average Starting Price

$4,380pp

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!