Hosts: Chris & Deb Winnenberg Release Date: October 14, 2025 Description: Chris and Deb are back at the mic with stories that stretch from the banks of the Ohio River to the greens of TPC Sawgrass. In this episode, they revisit the riverside camp where their Great Loop dream first began 30 years ago — a sentimental stop that sparks memories of raising their kids on water-skis, campfires, and late-night laughter. From there, the journey winds south to stormy St. Augustine and its u...

Chris and Deb are back with nearly 300 more miles under their keel! In this episode, they recap their journey from Fort Pierce to St. Augustine, with plenty of highlights along the way. Hear about surprise jewelry shopping and a great meal at 12A Buoy, a hot round of golf at the PGA Wanamaker Course, and an “oops” lesson in why you should always wash new boat fabrics. They also share their dinghy adventure to the Navy SEAL Museum and Little Jim’s, the thrill of watching a rocket launch in Tit...

Join Chris and Deb as they embark on an unforgettable journey through sunny Florida! From the vibrant streets of Fort Lauderdale to the serene beauty of the keys, and the charming allure of Fort Pierce, their adventure is packed with exciting experiences and breathtaking views. Don't miss out on their stories of exploration, fun, and discovery. Hit subscribe and join the adventure!

EPISODE SUMMARY: This week, we say goodbye to the Keys and make our long-anticipated jump up the coast to Fort Lauderdale! But not before a little sandbar party, brewery-hopping, a surprise manatee visit, and some world-class ribs courtesy of “Brisket Bob.” Join us as we: ✔️ Hang at a 50-boat sandbar bash ✔️ Discover Florida Keys Brewing Co. and Square Grouper ✔️ Navigate a rental car fender bender ✔️ Say goodbye to Todd & Tammy after an epic visit ✔️ Refuel with 400 gallons of diesel 😳 ...

This week on the Great Loop Podcast, Chris and Deb welcome special guests — Chris’s brother Todd and sister-in-law Tammy — for a full week of Keys fun, paddleboard spills, and waterfront memories aboard SeaDAN.

In this episode, Chris and Deb share their recent adventures in the Florida Keys, discussing their experiences exploring marinas, local attractions, and the unique lifestyle of living on a boat. They delve into the challenges and joys of traveling in the area, including their encounters with local culture, dining experiences, and outdoor activities like snorkeling and paddleboarding. The conversation highlights the beauty and excitement of life in the Keys, along with practical insights for f...

After three sun-soaked weeks exploring the Florida Keys, Chris and the crew are back in Cincinnati—but not before making memories in Marathon and Islamorada. In this episode, we dive into the highs (and hilarious mishaps) of DIY scuba diving at Sombrero Reef, recount the best mini-golf course we've ever played, and share the story behind our accidental “Lost Buoy Dive Club.” We talk about the charm of Plantation Harbor Marina, our new paddleboard adventures, snorkeling with sea turtles, and ...

In this conversation, Chris and Deb share their recent adventures in the Florida Keys, focusing on their experiences with dinghy exploration, wildlife encounters, diving, local dining, and boat maintenance. They discuss the beauty of Boot Key Harbor, the importance of wildlife conservation, and their plans for future family visits. The conversation highlights the joys and challenges of life on the water, along with practical insights into boat insurance and maintenance.

In this conversation, Chris and Deb share their experiences at Marlin Bay Marina and their adventures in the Florida Keys. They discuss their travels, the unique aspects of Key West, and the challenges of living on a boat, including repairs and transportation. They also outline their future plans for exploring more of the Keys and potentially heading to the Bahamas.

In this episode, Chris and Deb share their exciting journey to Marathon in the Florida Keys, detailing their experiences with boat maintenance, navigating challenging waters, and their plans for exploration in the area. They discuss the importance of proper boat upkeep, the challenges faced during their trip, and the beauty of the Keys, all while sharing humorous anecdotes and insights from their adventure.

In this conversation, Chris and Deb share their recent boating adventures, detailing their journey from Pine Island to Naples and Marco Island. They discuss the challenges and joys of cruising, including navigating under fixed bridges, enjoying local restaurants, and the importance of preparation when docking. They also recount a thrilling dinghy adventure and their plans for future travels to the Florida Keys, emphasizing the beauty of the locations and the camaraderie experienced along the ...

In this episode, Chris and Deb share their recent adventures aboard SeaDan after returning from repairs. They discuss their journey through the canals, experiences with locks, and the beauty of Cayo Costa. The couple also recounts their visits to Cabbage Key and North Captiva, highlighting the local cuisine and unique experiences. They face challenges with fuel and navigation but enjoy the stunning scenery and marine life along the way. The episode concludes with plans for future stops and ac...