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About Us

Our Mission and Commitment:

Tom's Trips Cruise Collection is dedicated to providing extraordinary cruise adventures that go beyond the ordinary. We strive to deliver unparalleled service and professionalism, foster genuine connections, and ensure our guests enjoy seamless and enriching experiences throughout their journeys.

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About Tom’s Trips Cruise Collection

 

Tom’s Trips Cruise Collection brings the trusted Tom’s Trips experience to sea.

 

For years, Tom’s Trips has helped adventurous adults, couples, singles, and lifestyle travelers plan unforgettable vacations to some of the world’s most iconic adults-only resorts and lifestyle-friendly destinations. Tom’s Trips is known for hosted group trips, welcoming community energy, experienced travel guidance, and the kind of personal support that turns a vacation into an experience.

 

Tom’s Trips Cruise Collection is not a new company replacing the Tom’s Trips you already know. It is the same award-winning Tom’s Trips team, now with a dedicated cruise division focused on a curated collection of hosted lifestyle cruises. Our guests have been cruising for years, and Tom’s Trips has long helped travelers book lifestyle cruise vacations. Now, we are bringing more of the Tom’s Trips hosted touch onboard: group connection, dedicated support, add-on experiences, special event energy, and a familiar team helping you from booking to boarding.

 

With Tom’s Trips Cruise Collection, we are taking that same reputation and applying it to lifestyle cruising. We know our travelers want more than a cabin and a confirmation number. They want guidance, connection, confidence, and someone they can reach when they have questions.

 

That is why our philosophy is simple: don’t just book a cruise: For a good time, cruise with Tom’s.

 

To help bring this cruise experience to the next level, Tom’s Trips Cruise Collection is teaming with Concations, a trusted event organizer known for immersive lifestyle, kink, and sex-positive vacation experiences.

 

Concations has been creating professional, concierge-level vacation events for more than a decade, with over 50 successful events in 10 years. Their work includes events such as Kinky Caribbean, Swinkation, and Kinky Cruise, along with programming built around community, education, workshops, hosted social experiences, excursions, play spaces, and inclusive consent-based event culture.

 

That partnership brings deep cruise and event-production expertise to the table. Concations understands how to build immersive programming, manage group logistics, support guests before and during travel, and create spaces where open-minded adults can connect comfortably and confidently. Their mission emphasizes world-class programming, concierge-level service, community, education, and unforgettable experiences.

 

Together, Tom’s Trips and Concations are bringing the best of both worlds to lifestyle cruising: Tom’s Trips’ award-winning travel reputation and loyal lifestyle community, paired with Concations’ cruise, kink-event, and immersive programming experience.

 

The result is a cruise collection designed for travelers who want more: more support, more connection, more hosted energy, and more confidence that someone has their back from sign-up to sea.

 

Tom’s Trips Cruise Collection is where award-winning lifestyle travel meets curated hosted cruising.

 

Diversity, Inclusion, & Professionalism:

 

Tom's Trips Cruise Collection prioritizes creating a safe, inclusive, and respectful environment for all participants. Consent is the foundation of all interactions at our events, and we enforce strict guidelines to ensure that every attendee feels comfortable and valued. Our community welcomes individuals of all genders, orientations, and backgrounds, celebrating diversity and promoting acceptance.​

 

​We endeavor to acknowledge and embrace diversity, convey respect to all people, be sensitive to differences, promote equal opportunities, and to provide the highest standards of ethics, integrity, professionalism, safety, consent protocol, and inclusion. 

 

Tom's Trips Cruise Colltion is wholly inclusive of all people of all genders regardless of their identifications, race/ethnicity, gender and sexual identities, expressions, or orientations, their bodies, their beliefs, values, fetishes, kinks, or lifestyle, or their abilities or disabilities.  â€‹This list is not exhaustive.

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​Our commitment to diversity and inclusion isn't just a statement on our website—it's something we work to live out at every event, and we appreciate feedback that helps us do better.​

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About Tom's Trips:

 

Tom’s Trips is an award-winning lifestyle travel agency known for trusted guidance, personal service, and unforgettable hosted experiences. We are proud to have been ranked the #1 Lifestyle Travel Agent by the Annual Lifestyle Awards, and we are also recognized as the Top Producing Travel Agency for Hedonism II Resort.

 

Tom’s Trips is proud to be recognized as the Top Producing Travel Agency for Hedonism II Resort, a three-time ASN Award winner for Best Adult Travel Agency, a four-time Annual Lifestyle Award winner, and a Top 50 Jamaica Travel Specialist by the Jamaica Tourist Board for nine consecutive years. Tom’s Trips also notes that 98% of guests come from referrals, a reflection of the relationships, trust, and community built one trip at a time.

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But what matters most to us is our travelers. With 98% of our guests coming from referrals, our reputation has been built one guest, one trip, and one unforgettable experience at a time.

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For years, Tom’s Trips has helped travelers book cruises, resorts, and lifestyle vacations. Now, teaming with Concations, we are bringing our signature hosted event touches to lifestyle cruising — including Bliss Cruise and other exciting group experiences. Just like we help level up your Hedonism II vacation from booking to the beach, we’re here to help make your cruise experience smoother, more social, and more memorable from booking to boarding.

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When you travel with Tom’s Trips, you’re not just booking a vacation — you’re joining a lifestyle travel family.​

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About Concations:

 

Ten Years of seamless, professional experiences — from booking to the beach — so you can relax, connect, and play with confidence.​

 

For more than a decade, Concations has been creating extraordinary, worry-free vacation experiences for adventurous travelers. With over 50 successful events in 10 years, our team is known for concierge-level service, professionalism, discretion, and attention to detail.

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Concations is a premier event organizer specializing in sex-positive, clothing-optional vacation conferences at the renowned Hedonism II Resort in Negril, Jamaica, including Kinky Caribbean and Swinkation, as well as Kinky Cruise.

 

Established in 2015, Concations has been at the forefront of creating immersive experiences that celebrate freedom, education, and community within the realms of ethical non-monogamy (ENM), BDSM, and other alternative lifestyles.​

 

Concations Mission includes:

 

  • BEST IN CLASS

  • WORLD CLASS EDUCATION AND PROGRAMMING

  • CONCIERGE LEVEL SERVICE AND SUPPORT

  • CREATING LIFE-LONG CONNECTIONS

 

Since its inception in 2015, Concations has been dedicated to creating events that:​

 

  • Foster Community and Connection: We aim to build a supportive network where individuals can share experiences, learn from one another, and form lasting relationships.​

  •  Provide Educational Opportunities: Through our workshops and seminars, we strive to offer valuable knowledge that empowers attendees in their personal journeys.​

  •  Offer Unforgettable Experiences: By combining education, leisure, and adventure in a tropical setting, we create bucket-list vacations that attendees will cherish for a lifetime

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