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Cruise Dates

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October 2026

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Norwegian Aqua

Norwegian Cruise Line

Jun 13, 2027 - Jun 20, 2027 (7 Nights)

Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Port Canaveral (Orlando), Florida

Average Starting Price

49% OFF

Aug 28, 2027 - Sep 5, 2027 (8 Nights)

Miami • Relaxaway Half Moon Cay • Fun Day at Sea • San Juan, Puerto Rico • Philipsburg, St. Maarten • St. Thomas • Fun Day at Sea • Fun Day at Sea • Miami

Average Starting Price

$574pp

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!

35% OFF

Carnival Vista

Carnival Cruise Line

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

Port Canaveral (Orlando), Florida • Celebration Key • Fun Day at Sea • San Juan, Puerto Rico • St. Thomas • Fun Day at Sea • Fun Day at Sea • Port Canaveral (Orlando), Florida

Average Starting Price

Jul 3, 2027 - Jul 10, 2027 (7 Nights)

Port Canaveral (Orlando), Florida • Tortola • St. Thomas • Disney Castaway Cay, Bahamas • Port Canaveral (Orlando), Florida

Average Starting Price

Jun 26, 2027 - Jul 3, 2027 (7 Nights)

Miami • Philipsburg, St. Maarten • St. Thomas • Perfect Day Cococay • Miami

Average Starting Price

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

Fort Lauderdale • Samana, Dominican Republic • St. Thomas • St John's, Antigua • Philipsburg, St. Maarten • Fort Lauderdale

Average Starting Price

Nov 14, 2027 - Nov 23, 2027 (9 Nights)

Port Canaveral (Orlando), Florida • Grand Turk • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Philipsburg, St. Maarten • St. Thomas • Port Canaveral (Orlando), Florida

Average Starting Price

$904pp

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 Celebration

Carnival Cruise Line

Aug 22, 2027 - Aug 29, 2027 (7 Nights)

Miami • Celebration Key • Fun Day at Sea • San Juan, Puerto Rico • St. Thomas • Fun Day at Sea • Fun Day at Sea • Miami

Average Starting Price

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

Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Philipsburg, St. Maarten • Port Canaveral (Orlando), Florida

Average Starting Price

30% OFF

Regent Seven Seas Cruises

Mar 30, 2027 - Apr 9, 2027 (10 Nights)

San Juan, Puerto Rico • Tortola • Basseterre, St. Kitts and Nevis • St John's, Antigua • Gustavia, St. Barts • Philipsburg, St. Maarten • St. Thomas • La Romana, Dominican Republic • Nassau • Miami

Average Starting Price

$6,899pp

Jim's Onboard Credit

Norwegian Aura

Norwegian Cruise Line

Aug 28, 2027 - Sep 4, 2027 (7 Nights)

Miami • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Miami

Average Starting Price

Dec 4, 2027 - Dec 18, 2027 (14 Nights)

Fort Lauderdale • Belize City • Roatan, Honduras • Cozumel • Celebration Key • Fort Lauderdale • Relaxaway Half Moon Cay • St. Thomas • Philipsburg, St. Maarten • Fort Lauderdale

Average Starting Price

$1,103pp

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!

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