Private Dolphin Cruises, Blue Angels Views & Sunset Sails
Jolly Sailing — based in Long Beach, California — offers small-group powerboat and sailboat tours with dolphin encounters, snorkeling, sunset sails, and Blue Angels viewing in Pensacola.
Featured Tours & Experiences
Private and semi-private dolphin cruises, Blue Angels practice and show viewing, snorkeling trips, and sunset sails aboard the Jolly Dolphin and Jolly Mon.
About Jolly Sailing
Jolly Sailing is a small-boat charter operator based in Long Beach, California, that offers a curated range of private and semi-private maritime experiences concentrated in the Pensacola area. The company operates two main vessels: the Jolly Dolphin, a 42' powerboat tritoon used for dolphin cruises, scenic bay tours, and Blue Angels viewing; and the Jolly Mon, a custom 27' sailboat used for snorkeling, sunset sails, and full-day island excursions.
Trips are designed for intimate groups with a maximum of six guests, emphasizing close wildlife encounters, hands-on sailing options, and flexible itineraries. Offerings include short two-hour dolphin and scenic bay tours, multi-hour snorkeling and beach days, Blue Angels practice and show cruises that pause at Sand Island, and extended seven-hour island sails with snorkeling and paddleboarding opportunities.
Jolly Sailing highlights transparency and safety by specifying boat types, passenger limits, and clear trip formats. The focus on small groups supports personalized attention, easy access to secluded islands and snorkeling sites, and enhanced opportunities to spot Bottlenose dolphins and other marine life. Routes often include Pensacola Bay landmarks such as Fort Pickens, Pensacola Lighthouse, Sand Island, and Santa Rosa Sound.
All descriptions reference the operator’s published trip summaries and vessel details. Jolly Sailing positions itself as a specialist in intimate, wildlife-focused maritime tours that combine sightseeing, snorkeling, and specialty Blue Angels viewing from the water.
Book a Private Dolphin Cruise or Sunset Sail Today
Reserve a small-group trip aboard the Jolly Dolphin or Jolly Mon for dolphin sightings, snorkeling, or Blue Angels viewing — limited to six guests per tour.