Jolly Sailing & Dolphin Cruise

05/31/2026

05/31/2026

We have some wind on the Gulf today please pay attention to the flags

05/31/2026

The Jolly Explorer
Book a Private Trip, Snorkel,or just a Beach Stop.

www.jollysailing.com

05/29/2026

Great snorkel trip today on the Jolly Explorer

05/29/2026

New for 2026 season, we now offer a dolphin cruise with snorkeling combo on the Jolly Explorer! Three hour excursion for only $65 per adult, $55 per child 12 and under. Private tours are also available from 2 to 4 hours and may include a beach stop or snorkeling, starting at $840 for up to 20 guests. These tours will run on our 42 foot tritoon, featuring full shade, padded seating, and restroom aboard. Perfect boat for midsize groups! Book your cruise today at jollysailing.com or call us at 850-723-6142 for more details. Stay Jolly! 🐬⚓️🐚🤿🪎🏝️☀️🌊

05/28/2026

Family owned company established in 2011. Pensacola Beach's best dolphin cruise, sightseeing, beach stop, comfort seating, full shade, restrooms aboard! Sailing, snorkeling, private cruises available. Smooth sailing, no worries, and Jollification

05/28/2026

www.jollysailing.com visit our website for booking the local rehearsal shows.

Discover dolphin cruises, sailing tours, and snorkeling adventures in Pensacola with Jolly Sailing & Dolphin Cruise. Private and shared boat trips for all ages!

05/27/2026

A “40% chance of rain” doesn’t always mean it will rain at the beach or out on the water.
Along the Gulf Coast, Florida weather is very localized. Rain may develop inland or pass through quickly while the coastline stays sunny and beautiful. Many of our best dolphin cruises happen on days that originally showed rain in the forecast.
At Jolly Sailing & Dolphin Cruise , we closely monitor real-time coastal conditions before every trip. Forecast percentages apply to a large area — not necessarily the beach, the Gulf, or your cruise.

Discover dolphin cruises, sailing tours, and snorkeling adventures in Pensacola with Jolly Sailing & Dolphin Cruise. Private and shared boat trips for all ages!