Cruise the sunset, then see Nights of Lights from the water (21+)
1 hour 30 minutes
Hot cocoa, 3D glasses
Enjoy a 1 hour 30 minute evening cruise on the Osprey that pairs sunset views with St. Augustine’s Nights of Lights downtown. Relax in a fully enclosed boat with a bar on board, plus guided commentary along the way.
Adults only (21+). Heels are not permitted. Arrive early for check-in and the captain’s mandatory safety briefing.
Cancel at least 48 hours before your scheduled tour for a full refund. No refunds within 48 hours of your scheduled cruise or for no-shows. Rescheduling within 48 hours is charged a 50% fee. Full refund if cancelled by the operator due to unfavorable or unsafe weather.
You must be 21+ to join this adults-only cruise.
Arrive at least 30 minutes before departure to allow time for parking, check-in, and Nights of Lights traffic. Boarding begins 10 minutes before departure, and the boat leaves on time.
Bring cash for gratuity, your ID if you plan to drink alcohol, and weather-appropriate clothing.
107 Yacht Club Dr, St. Augustine FL
St. Augustine looks absolutely magical from the water, and this tour company clearly knows how to show it off. Travelers consistently rave about spotting dolphins (some even mention "Tippy," apparently a local celebrity!), catching spectacular sunsets over historic sites like the Castillo, and cruising past the city's iconic bridges and lighthouse. The crew gets tons of love by name, with Captain Kevin, Katrina, Paul the astronomer, Rose, and others mentioned for being knowledgeable, friendly, and genuinely enthusiastic about sharing local history and wildlife facts. People appreciate that the narration hits just the right balance without being overbearing. What makes this stand out is how many people say they're already planning their next trip or bringing visitors back. Groups of all sizes seem to have great experiences, from couples to large parties of 19, and even an 86-year-old guest thoroughly enjoyed herself. The different tour options get equal praise, whether it's the 90-minute dolphin watching, sunset cruises, or stargazing adventures. Beyond dolphins, guests spot ospreys, eagles, and various bird species. The only thing close to criticism is one four-star review with no comment, but otherwise it's wall-to-wall enthusiasm. If you want a relaxing way to experience St. Augustine's natural beauty and history while actually learning something, this seems like a solid bet.
We had a wonderful ride on the Osprey with Jeremy and Marceles. We were celebrating my parents 55th wedding anniversary this weekend. They both are older with some mobility issues and the guys were so helpful with the boarding and exit from boat. We saw a lot of dolphins 🐬 and loved the education and history we learned. Thanks so much for a great time!
Renae Hawkins
May 24, 2026
We had a wonderful ride on the Osprey with Jeremy and Marceles. We were celebrating my parents 55th wedding anniversary this weekend. They both are older with some mobility issues and the guys were so helpful with the boarding and exit from boat. We saw a lot of dolphins 🐬 and loved the education and history we learned. Thanks so much for a great time!
Renae Hawkins
May 24, 2026