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Cruise Dates

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November 2026

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Jewel of the Seas

Royal Caribbean

Oct 4, 2027 - Oct 8, 2027 (4 Nights)

Fort Lauderdale • Key West, Florida • Perfect Day Cococay • Fort Lauderdale

Average Starting Price

Jun 21, 2027 - Jun 25, 2027 (4 Nights)

Port Canaveral (Orlando), Florida • Disney Castaway Cay, Bahamas • Disney Lookout Cay at Lighthouse Point, Bahamas • Port Canaveral (Orlando), Florida

Average Starting Price

47% OFF

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

Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Ocean Cay • Miami

Average Starting Price

$814pp

Jim's Onboard Credit

Jim Sr's Ship Pick
This ship never felt crowded - and the Pizza & Burger spot was a total win!

Sonata

Oceania Cruises

Feb 22, 2029 - Mar 15, 2029 (21 Nights)

Miami • Cruising the Atlantic Ocean • Cruising the Atlantic Ocean • St. Thomas • St John's, Antigua • Roseau, Dominica • Bridgetown, Barbados • Kingstown, Saint Vincent Island, Saint Vincent • Castries, St. Lucia • Pointe-à-Pitre, Guadeloupe • Tortola • Miami • Miami • Cozumel • Ocho Rios, Jamaica • George Town, Cayman Islands • Miami

Average Starting Price

$10,299pp

Jim's Onboard Credit

Norwegian Getaway

Norwegian Cruise Line

Sep 13, 2027 - Sep 17, 2027 (4 Nights)

Miami • Nassau • Great Stirrup Cay • Miami

Average Starting Price

May 17, 2027 - May 22, 2027 (5 Nights)

Fort Lauderdale • Nassau • Disney Castaway Cay, Bahamas • Disney Lookout Cay at Lighthouse Point, Bahamas • Fort Lauderdale

Average Starting Price

$1,908pp

Jim's Onboard Credit

Norwegian Escape

Norwegian Cruise Line

Sep 6, 2027 - Sep 10, 2027 (4 Nights)

Port Canaveral (Orlando), Florida • Nassau • Great Stirrup Cay • Port Canaveral (Orlando), Florida

Average Starting Price

Mar 23, 2027 - Apr 3, 2027 (11 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay • Grand Turk • Amber Cove, Dominican Republic • Cabo Rojo, Dominican Republic • Willemstad, Curacao • Kralendijk, Bonaire • Oranjestad, Aruba • Fort Lauderdale

Average Starting Price

$2,284pp

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!

41% OFF

MSC Seaside

MSC Cruises

May 10, 2027 - May 17, 2027 (7 Nights)

Miami • Nassau • Ocean Cay • Ocean Cay • Miami • Nassau • Ocean Cay • Miami

Average Starting Price

Feb 17, 2028 - Feb 27, 2028 (10 Nights)

Manaus, Brazil • Parintins, Brazil • Alter Do Chao, Brazil • Macapa, , Brazil • Scarborough (Tobago), Trinidad and Tobago • St. Lucia • Dominica • Philipsburg, St. Maarten • San Juan, Puerto Rico

Average Starting Price

$7,045pp

Jim's Onboard Credit

Celebrity Constellation

Celebrity Cruises

Jan 30, 2028 - Feb 6, 2028 (7 Nights)

Tampa • George Town, Cayman Islands • Key West, Florida • Grand Bahama Island • Tampa

Average Starting Price

$742pp

Jim's Onboard Credit

Norwegian Viva

Norwegian Cruise Line

Dec 24, 2027 - Dec 27, 2027 (3 Nights)

Miami • Nassau • Great Stirrup Cay • Miami

Average Starting Price

$649pp

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!

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