Discover the freedom of the open sea with a private sailing trip aboard Jolly Sailing’s sleek sailboat. Perfect for relaxing or adding a splash of excitement, this customizable experience offers a unique way to enjoy Long Beach’s stunning coast. Read on for all the details!
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Difficulty
easy
Duration
2 hours
Fitness Level
Suitable for most fitness levels; no prior experience required
Wildlife
History
Long Beach has a rich maritime history, once serving as a major port for shipping and fishing that shapes its seaside character today.
Conservation
Jolly Sailing emphasizes eco-friendly practices, including waste reduction and mindful boating to protect local marine life.
Jolly Sailing
Discover the freedom of the open sea with a private sailing trip aboard Jolly Sailing’s sleek sailboat. Perfect for relaxing or adding a splash of excitement, this customizable experience offers a unique way to enjoy Long Beach’s stunning coast. Read on for all the details!
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.
Location
Long Beach, California
Business headquarters
Group Size
Up to 6 guests
Intimate private and semi-private tours
Trip Lengths
2–7 hours
Options from two-hour tours to full day
Boat Types
Powerboat & Sailboat
Jolly Dolphin 42' and Jolly Mon 27'
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.
Check the Weather
Always review the weather forecast before your trip to ensure calm seas and a safe, enjoyable experience.
Dress in Layers
Bring layered clothing—weather can change quickly on the water, and it’s best to be prepared for sun, wind, or chill.
Bring Sun Protection
Sunscreen, hats, and sunglasses help keep you comfortable during your sailing adventure.
Arrive Early
Getting to the marina ahead of your scheduled departure ensures a relaxed start and time to familiarize yourself with the boat.
Sunscreen
Protect your skin from UV rays while out on the water.
summer
Hat and Sunglasses
Shield your eyes and face from the sun during your sail.
spring|summer|fall
Swimsuit
Wear it if you plan to swim or jump into the water.
summer
Layered Clothing
Bring layers to stay comfortable as temperatures fluctuate.
all