Your Host: Daniel Cooley
Daniel Cooley is a Celebrity Gay Matchmaker, Executive Love Recruiter, and Co-Owner of Best Man Matchmaking.
Daniel founded the Thrive Tribe, a non-profit in West Hollywood dedicated to reducing HIV stigma and assisting GBTQ men in accessing PrEP. Through his work, he became known as “The Divine Connector”, bringing together a supportive community of thousands.
After years in non-profit leadership, real estate, entertainment, massage therapy, and spirituality, Daniel transitioned into full-time matchmaking, helping hundreds of gay men find meaningful relationships.
Throughout this trip, Daniel will serve as your host, leading social events, group introductions, and matchmaking experiences, making this a one-of-a-kind travel opportunity!
Trip & Lodging Options
Your Thailand adventure features thoughtfully curated accommodations that balance comfort, culture, and natural beauty. From the vibrant energy of Bangkok to the tranquil resorts of the islands, each stay is designed to enhance your experience of Thailand’s unique landscapes and hospitality. Hotels: 🏨 Bangkok – The Raweekanlaya Bangkok (or similar) 🏝 Koh Tao – Seashell Koh Tao Resort (or similar) 🌊 Koh Pha Ngan – Salad Beach Resort (or similar) 🌴 Koh Samui – Fair House Beach Resort (or simil
Shared Room
Immerse yourself in the camaraderie of shared adventures with a fellow traveler or partner. Enjoy cozy accommodations with twin or shared bedding configurations, perfect for social travelers seeking comfort and connection.
Private Room
Enjoy the luxury of your own private sanctuary, ideal for solo adventurers or those seeking extra space and tranquility. Limited availability, so book early to secure your spot!
Our Itinerary
10-Day Thailand Adventure: City Lights to Island Sights
October 2-11, 2025
Experience the vibrant culture, stunning landscapes, and rich history of Thailand on this unforgettable journey.
Days 1-3: Bangkok - Cultural & Culinary Exploration
- Arrival in Bangkok – Check into The Raweekanlaya Bangkok (or similar), meet your fellow travelers at the Welcome Reception & Group Dinner (drinks included), followed by an Evening Social Experience. (Included Meals: Dinner)
- Bangkok City Highlights Tour – Explore Bangkok by boat, tuk-tuk, and Skytrain, visiting Grand Palace, Wat Pho, Chinatown, and experiencing a traditional Klong boat ride. (Included Meals: Breakfast)
- Thai Foodie & Cooking Class – Hands-on experience with a local chef, including a market visit. Enjoy a Special Afternoon/Evening Matchmaking Experience. (Included Meals: Breakfast, Lunch)
Days 4-5: Koh Tao - Island Life & Snorkeling
- Flight to Koh Tao – Fly from Bangkok to Koh Tao via Chumphon, check into Seashell Koh Tao Resort (or similar), and enjoy a group dinner. (Included Meals: Breakfast)
- Snorkeling Adventure – Full-day excursion to Koh Nang Yuan, Mango Bay, Hin Wong Bay, Ao Leuk, and Shark Bay, with lunch on board. (Included Meals: Breakfast, Lunch)
Days 6-7: Koh Pha Ngan - Relaxation & Exploration
- Ferry to Koh Pha Ngan – Check into Salad Beach Resort (or similar). Afternoon free to explore waterfalls, lagoons, hike, or relax on the beach, followed by a group dinner. (Included Meals: Breakfast, Dinner)
- Free Day – Enjoy the island at your own pace. Optional activities include yoga, meditation, spa treatments, or a local cooking class. (Included Meals: Breakfast)
Days 8-9: Koh Samui - Island Culture & Marine Park Adventure
- Ferry to Koh Samui – Check into Fair House Beach Resort (or similar). Afternoon free to visit the Big Buddha Temple, Fisherman’s Village, or Chaweng Beach. (Included Meals: Breakfast)
- Ang Thong National Marine Park Excursion – Full-day boat tour with snorkeling, kayaking, and hiking panoramic viewpoints, with lunch on board. (Included Meals: Breakfast, Lunch)
Days 10-11: Farewell & Departure
- Final Day in Koh Samui – Morning at leisure followed by a Special Farewell Dinner in Koh Samui. (Included Meals: Breakfast, Dinner)
- Departure from Koh Samui – Transfers to Koh Samui International Airport (USM) for flights home. (Included Meals: Breakfast)
Optional Extensions:
Pre or post-trip nights in BANGKOK are available. Contact Chris Smith at chris@prideadventures.com for arrangements.
Planned Adventures & Activities
Bangkok Multi-Transport City Tour
Island-Hopping & Snorkeling in Koh Tao
Bangkok Multi-Transport City Tour
Experience the best of Bangkok using boats, tuk-tuks, and the Skytrain as we visit some of the city's most iconic landmarks, including the Grand Palace, Wat Pho, and bustling Chinatown.
Thai Foodie Tour & Cooking Class
Island-Hopping & Snorkeling in Koh Tao
Bangkok Multi-Transport City Tour
Indulge in the flavors of Thailand with a guided market visit and hands-on cooking class. Learn the secrets of authentic Thai cuisine from a local chef and enjoy a delicious meal you prepare yourself.
Island-Hopping & Snorkeling in Koh Tao
Island-Hopping & Snorkeling in Koh Tao
Ang Thong National Marine Park Excursion
Explore crystal-clear waters and vibrant coral reefs on a guided snorkeling excursion to some of the best spots around Koh Nang Yuan, Mango Bay, and Shark Bay.
Ang Thong National Marine Park Excursion
💙 Special Matchmaking Experiences with Daniel Cooley
Ang Thong National Marine Park Excursion
Embark on a full-day adventure exploring the breathtaking islands, lagoons, and limestone cliffs of Ang Thong Marine Park. Enjoy kayaking, hiking to scenic viewpoints, and snorkeling in this protected paradise.
Beach Time & Nightlife in Koh Pha Ngan
💙 Special Matchmaking Experiences with Daniel Cooley
💙 Special Matchmaking Experiences with Daniel Cooley
Relax on the stunning beaches of Koh Pha Ngan with free time to swim, sunbathe, or join in on optional activities like yoga or spa treatments. At night, explore beachside dining, bars, and vibrant island nightlife.
💙 Special Matchmaking Experiences with Daniel Cooley
💙 Special Matchmaking Experiences with Daniel Cooley
💙 Special Matchmaking Experiences with Daniel Cooley
As a Best Man Matchmaking exclusive trip, you'll enjoy a custom-curated social experiences hosted by Celebrity Matchmaker Daniel Cooley. These fun and engaging events will help you connect with fellow travelers in a meaningful way.
Physical Rating, Comfort, and Adventure
Physical Rating: 2 – Light
Travel Style: Active Adventure
Physical Rating: 2 – Light
This trip is suitable for most fitness levels, featuring light walking, hiking, and outdoor activities. Daily adventures may include exploring city streets, visiting temples, and walking along beaches. Some activities, such as snorkeling in Koh Tao or hiking to viewpoints in Ang Thong National Marine Park, may involve uneven terrain or swimming in open water. Participants should be comfortable walking up to 2-3 miles per day, navigating stairs, and engaging in optional water-based activities like kayaking or snorkeling.
Service Level: Upgraded
Travel Style: Active Adventure
Physical Rating: 2 – Light
Enjoy comfortable, locally owned accommodations that balance quality, charm, and authentic Thai hospitality. In Thailand, stay in handpicked boutique hotels and beachfront resorts, such as The Raweekanlaya Bangkok, Seashell Koh Tao Resort, Salad Beach Resort, and Fair House Beach Resort (or similar). These accommodations provide the perfect retreat after a day of adventure, offering a blend of comfort and local character. While some properties may not include high-end luxury amenities, they are designed to immerse you in Thailand’s vibrant culture and stunning natural beauty.
Travel Style: Active Adventure
Travel Style: Active Adventure
Travel Style: Active Adventure
This journey is designed for those who embrace discovery and cultural immersion through dynamic activities. From snorkeling in Koh Tao’s crystal-clear waters to hiking scenic viewpoints in Ang Thong National Marine Park and exploring Bangkok’s vibrant streets by tuk-tuk and boat, each day offers opportunities for adventure and connection. This itinerary blends engaging outdoor activities with rich cultural experiences, ensuring a well-rounded and exhilarating exploration of Thailand’s cities, islands, and natural wonders.