A Classical Conversations
Signature Event Experience

May 16–21, 2026

 

Join Classical Conversations families from across the world for a one-of-a-kind adventure at sea!

This five-night cruise aboard Royal Caribbean’s Freedom of the Seas combines meaningful fellowship, unforgettable destinations, and academic milestones. 
Special CC family activities available to those who book cabins through the Classical Conversations group.

 

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Caribbean Adventure
Create lasting memories with other CC families while exploring Royal Caribbean’s private destinations, which feature pristine beaches, thrilling activities, and cultural experiences that extend homeschool learning.

See below for more details.

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2026 National Commencement
Celebrate your graduate’s accomplishments in a unique commencement experience. Special graduate-only events are included.

See below for more details.

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2026 National Memory Master Championship
Celebrate with sixteen students selected from across the country to participate in the National Memory Master Championship.

See below for more details.

Caribbean Itinerary: Memories to Last a Lifetime

May 16, Day 1
Depart from Miami, Florida

Board the magnificent Freedom of the Seas and settle into your accommodations.

May 17, Day 2
At Sea: Explore the Ship

Families can explore the ship’s amenities. Evening programming includes social events for Classical Conversations families.

May 18, Day 3
In Labadee, Haiti; NMM Championship

While National Memory Master participants compete, others can choose to enjoy stunning beaches and cultural experiences.

May 19, Day 4
At Sea: National Commencement Ceremony

Our formal yet personal graduation ceremony honors students completing their homeschool journey. The event features a special reception.

May 20, Day 5
In Coco Cay, Bahamas

Enjoy Royal Caribbean’s private island paradise with options for relaxation, adventure, and educational marine life experiences.

May 21, Day 6
Return to Miami, Florida

Disembark with memories to last a lifetime and achievements to celebrate.

Join us on Royal Caribbean’s
Freedom of the Seas

From relaxing by the pool to seeing professional shows, this vessel

offers something for everyone in your family.

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Exceptional Dining

Choose from multiple dining venues, including the main dining room, specialty restaurants, casual options, and 24-hour room service.

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Exciting Activities

Enjoy the FlowRider surf simulator, rock climbing wall, mini-golf course, ice skating rink, and multiple pools and water features.

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Live Entertainment

Enjoy Broadway-style shows, live music, comedy performances, and family-friendly entertainment throughout the cruise.

“Seeing my daughter compete in the National Memory Master competition surrounded by the beauty of the Caribbean was an experience our family will never forget. The combination of academic celebration and vacation was perfect for us.” —The Anderson Family, Classical Conversations for seven years
“Having our son’s graduation ceremony aboard the cruise ship made it uniquely memorable. The formal recognition of his achievement combined with the celebratory atmosphere created the perfect culmination to our homeschool journey.” —Robert & Lisa Thompson, Classical Conversations parents

Early Bird Perks
Benefits are reserved for the first 25 families that register and pay their deposit.

  • Priority seating at the 2026 National Commencement
  • CC beach bag, towel, and water bottle
  • One copy each of Reasoning Together Puzzles and The Habits of a Classical Education: Practicing the Art of Grammar

Caribbean Adventure
Starting at $797 per cruiser for double occupancy and $640 for the third or fourth cruiser per cabin.

  • Five-night accommodations
  • Meals in main dining venues
  • Destination days
  • Includes taxes, gratuities, and port fees (excluding personal purchases)
  • Additional activities for CC families
  • Payment plans available

Optional: purchase guest National Commencement ticket for $15.

2026 National Commencement
$199 graduate package. Only 100 graduate packages are available!

  • Package includes two family tickets
  • Additional $15 guest tickets available
  • Must purchase cruise fare separately
  • Professional graduation photography
  • CC grad party
  • CC grad excursion in port

National Memory Master Championship

  • Cruise fare for finalist and one parent included
Have questions? Email us at Events@ClassicalConversations.com