Water Adventures
Snorkel the Reef
Snorkel the Reef
Snorkel the Reef
Home to the third-largest living coral barrier reef on the planet, these trips feature small group sizes, included gear, and expert instruction. The experience is far more intimate and relaxed than large party boats, making it suitable for all ages and experience levels.
Dolphin Watches
Snorkel the Reef
Snorkel the Reef
Dolphin watches in the Florida Keys are a relaxed, family-friendly way to experience wildlife on the water. Home to a resident population of hundreds, bottlenose dolphins are commonly seen here, often bringing back Flipper memories — only in their natural habitat.
Sailing
Sailing
Sailing
A relaxed way to experience Key West from the water, day sails offer a slower pace and classic island atmosphere aboard a selection of beautifully maintained sailing vessels. These experiences focus on comfort, scenery, and traditional seamanship, with options ranging from historic schooners to elegant classic cruisers. Most trips include light refreshments and attentive crews, making them ideal for couples, families, or anyone looking to enjoy the ocean without the intensity of high-energy water sports.
Choose from multiple sailing styles and departure times below to find the experience that best fits your day on the water.
Sandbar
Sailing
Sailing
A relaxed way to experience Key West from the water, day sails offer a slower pace and classic island atmosphere aboard a selection of beautifully maintained sailing vessels. These experiences focus on comfort, scenery, and traditional seamanship, with options ranging from historic schooners to elegant classic cruisers. Most trips include light refreshments and attentive crews, making them ideal for couples, families, or anyone looking to enjoy the ocean without the intensity of high-energy water sports.
Choose from multiple sailing styles and departure times below to find the experience that best fits your day on the water.
Water Adventures
Sailing, Kayaking & Snorkeling Combo
Small-group snorkeling trips focused on the reef, including a kayak tour through the mangroves with an experienced crew and a relaxed, well-run approach. Great for all experience levels. Morning, Day, and Afternoon (sunset) trips.
Family Fun Snorkeling and Dolphin Watches
Guided eco adventures designed to help families explore and learn through kayaking, snorkeling, and dolphin encounters.
Classic Day Sail on Schooner America 2.0
A relaxed daytime sail aboard a classic schooner, offering smooth sailing and beautiful views of Key West from the water.