Join Holly—Certified Sex and Kink Educator and Relationship & Intimacy Coach—for a full week of practical, inclusive sexual wellness education aboard the Bliss Cruise Wonderland sailing, November 9–16, 2026.
Bliss Cruise Wonderland 2026
November 9–16, 2026
Wonder of the Seas · Miami → Curaçao → Aruba → Miami
Bliss Cruise Wonderland is a couples-only, full-ship lifestyle cruise for adults 21 and older. Holly’s onboard education focuses on helping couples explore with more communication, confidence, consent, curiosity, and connection.
Her Bliss schedule includes free seminars plus deeper paid workshops on relationships and swinging, pleasure products and sex tech, pelvic floor wellness, kink and BDSM, lubrication, strap-on play, self-pleasure, and oral pleasure.
Official Bliss Cruise Details
Free Educational Seminars
Two’s Company, Three’s a Party: Hot, Honest & Unbothered
Monday, Nov. 9 · 2:30–3:30 p.m. · Music Hall
Curious about the swinger lifestyle? Talk desires, boundaries, jealousy, expectations, and the conversations that help protect your connection before and after the party. A pre-cruise coaching session can also help couples talk through expectations before vacation energy turns into vacation drama.
Buzz, Vibes, & Beyond: The Ultimate Toy Box Upgrade
Tuesday, Nov. 10 · 11 a.m.–noon · Spotlight Karaoke
A cheeky, practical look at pleasure products and sex tech, including how to compare features, choose products for partnered play, and find tools that fit your body and goals.
Unicorns, Dragons & Bulls – Oh My!
Wednesday, Nov. 11 · 11 a.m.–noon · Spotlight Karaoke
Explore common lifestyle roles, etiquette, expectations, communication, and the emotional dynamics behind some of consensual non-monogamy’s most talked-about labels.
Slick, Safe & Sexy: Why Lubricant Matters
Saturday, Nov. 14 · 11 a.m.–noon · Schooner Bar
Learn how water-based, silicone, and hybrid lubricants differ, how toy and condom compatibility matters, why some formulas get sticky, and how to choose lube with more confidence.
Kink 101: Curious Not Clueless
Sunday, Nov. 15 · 11 a.m.–noon · Spotlight Karaoke
A welcoming introduction to BDSM and kink with consent, communication, boundaries, risk awareness, and beginner-friendly ways to explore. Curiosity is not commitment.
Paid Workshops
Workshop booking: Book on Compass in the Bliss App. Availability may change.
Game On: Pelvic Power Play to Level Up Your Love Muscle
Tuesday, Nov. 10 · 9–10:30 a.m. · Sapphire Conference Center · Women-only
Learn pelvic floor basics, breathwork, exercises, and app-connected tools that can support bladder confidence and sexual wellness. Includes a take-home pleasure product.
Pleasure Playground: Beyond Buzz, Vibes & Basics
Tuesday, Nov. 10 · 1–2:30 p.m. · Sapphire Conference Center
Compare pleasure products and sex tech through guided education and demonstrations, then learn how to match features to bodies, relationships, and goals. Includes a personalized match guide and take-home product.
Strap In: Confidence, Connection & Strap-On Pleasure
Wednesday, Nov. 11 · 9–10:30 a.m. · Emerald Conference Room
Explore harness styles, fit, communication, positioning, partner pleasure, and safer play in an inclusive hands-on learning environment. Includes a starter kit and strap-on.
Solo, Sassy & Satisfied
Wednesday, Nov. 11 · 1–2:30 p.m. · Emerald Conference Room · Women-only
Explore self-pleasure, body confidence, pleasure mapping, and modern sex tech without shame or pressure. Includes a take-home product.
The Art of Sensual BDSM: Pleasure, Power & Play
Friday, Nov. 13 · 5–6:30 p.m. · Sapphire Conference Center
A couples workshop in sensory play, trust, consent, boundaries, playful power exchange, scene-building, and aftercare. Includes a Sensual BDSM Play Kit.
Pickle Pleaser: Oral Pleasure, Penis Confidence & Techniques
Saturday, Nov. 14 · 9–10:30 a.m. · Sapphire Conference Center
Learn anatomy, pleasure cues, rhythm, pressure, comfort, and communication strategies that can make oral pleasure feel more connected and less like a performance. Includes a Playbook.
Slick, Safe & Sexy: The Truth About Lubrication, Comfort & Pleasure
Saturday, Nov. 14 · 1–2:30 p.m. · Sapphire Conference Center
Compare formulas, ingredients, textures, sensation enhancers, and toy compatibility through guided demonstrations. Includes a Slick & Satisfied Survival Kit.
Clit Lit: Oral Confidence For Her
Sunday, Nov. 15 · 9–10:30 a.m. · Emerald Conference Room
Build confidence with vulvar anatomy, clitoral pleasure, communication, positioning, and practical oral pleasure techniques. Includes a Clit Lit Playbook.
Meet Holly Schaffner, MPH
Holly is a Certified Sexologist, Certified Sex and Kink Educator, Kink-Informed Consultant, and Relationship & Intimacy Coach. Her work is evidence-informed, inclusive, consent-centered, and designed to make complicated conversations feel practical and approachable.
Her teaching includes consensual non-monogamy and swinging, kink and BDSM, pleasure products and sex technology, pelvic floor wellness, communication, jealousy and boundaries, menopause and intimacy, and relationship connection.
About Holly