Discover Pine Island's Old Florida waterways and three stop choices
5 hrs
Up to 6 people
Bottled water, cooler with ice
Cruise beneath the Sanibel bridge and follow inland waters toward Pine Island. Pass waterfront homes before entering Monroe Canal's Old Florida setting.
This booking is for the whole experience, which fits up to 6 guests.
A complete deposit refund is available within 14 days of the trip. No deposit refund within 24 hours of the trip or for no-shows. Full refund if the operator cancels before departure due to weather or sea conditions.
Product ID: 9XDW2N
Bring sunscreen and a hat. Bring a jacket or sweatshirt for breezy winter days, plus food and drinks in non-excessive amounts.
Smoking and vaping are prohibited onboard. You may get off the boat to smoke at several stops.
Your Pine Island charter itinerary may change due to weather or sea conditions at the captain's judgment.
Snook Bight Marina, 4765 Estero Blvd, Fort Myers Beach, FL 33931
Captain Ray has built a genuinely loyal following in the Fort Myers area, with many guests returning multiple times and booking him whenever friends or family visit. His dolphin tours are the standout offering, and reviewers consistently rave about how close they get to the dolphins, the informative commentary, and Ray's obvious passion for the local waters. He even has names for some of the dolphins he regularly encounters, which speaks to how well he knows the area. Beyond dolphin cruises, Ray offers fishing charters, shell collecting trips, sunrise cruises, and even sea burial ceremonies, handling each with the same level of care and flexibility. Guests appreciate his willingness to accommodate special requests, whether that means adjusting departure times or tailoring the experience to kids. For small groups especially, the private charter option is considered well worth it compared to larger tour boats.
So happy we booked- best day of our vacation. Ray was great on communication- comfortable boat..we only had 4 passengers, but still the cost was not much more than if we went with one of the larger tour boats. Not sure why anyone with a group of 5 or 6 would ever consider not hiring Ray. In addition to Dolphins and Manatees, first time we saw large pelican groups in trees.
Catherine S
April 30, 2026
So happy we booked- best day of our vacation. Ray was great on communication- comfortable boat..we only had 4 passengers, but still the cost was not much more than if we went with one of the larger tour boats. Not sure why anyone with a group of 5 or 6 would ever consider not hiring Ray. In addition to Dolphins and Manatees, first time we saw large pelican groups in trees.
Catherine S
April 30, 2026
Fish Estero Bay backwaters with more time on the lines and less time riding
Cruise past shrimp boats and bay homes with beach-history narration
Cruise Estero Bay and stop for lunch with the chance to spot dolphins
Cruise waterfront bars and set your own pace downtown
Set your own pace with beach time, dolphin watching, and island stories by boat
Watch Estero Bay wake up on a private sunrise cruise