KEY WEST
The good tall ship sailings in Key West fill up weeks ahead and the small boats go first. Below: the 15 to book early, what each includes and how they differ.
Review of Key West’s America 2.0 sunset sail, with sailing views, open drinks, hors d’oeuvres, practical tips, and honest value advice.
“Sunset was enchanting and the crew was super accommodating! Captain Dan also added historical tid bits that enhanced the Key west experience. Great trip!”
Sail Key West aboard the America 2.0 at sunset with drinks, hors d'oeuvres, wildlife sightings, and a chance to see the Green Flash.
“The best way to watch the sunset in the Keys! Every member of the crew was amazing!💖”
Review of Key West’s two-hour Appledore sunset sail, with classic sailing, open views, drinks, snacks, practical tips, and honest value advice.
“This is a fun excursion. Only two hours but it fits into a schedule to see sights, have dinner, etc.”
Review of Key West’s intimate two-hour schooner sunset sail, with a full bar, hors d’oeuvres, small groups, and practical booking tips.
“Joe and Vitali were great hosts. Very nice time. Would highly recommend this excursion if looking for a pleasant relaxing evening.”
Sail Key West aboard the America 2.0, with coastal views, two drinks, wildlife chances, and a relaxed 90-minute outing.
“Great experience, crew was amazing - would definitely recommend for families and if you want to avoid the crowds.”
Sail Key West aboard General Patton’s historic schooner, enjoy drinks, wildlife, hands-on sailing, and a beautiful sunset cruise.
“So much fun! Great time on a historic ship! Would recommend this to anyone who wants to get out to see the sunset or looking for an enjoyable evening.”
Sail from Key West for snorkeling, kayaking, lunch, and wildlife in the National Wildlife Refuge aboard a classic schooner.
“Amazing. Captain and crew were amazing! Definitely would recommend this particular tour ship. Nice to not be with too many people.”
Review of Key West’s Schooner Appledore day sail, with a full bar, hands-on sailing, harbor views, practical tips, and honest drawbacks.
“It was a peaceful and beautiful sail. . Great historical information from Captain! The Crew was super nice!”
Sail into Key West’s sunset aboard a classic schooner with eight wines, premium beer, gourmet appetizers, and a friendly crew.
“Loved it all. very fun, knowledgeable, and skilled crew. Would go back every evening if I could.”
Review of Key West’s 90-minute America 2.0 schooner sail, with reef views, free soft drinks, two drinks for adults, and free kids’ tickets.
“We had a fairly calm and overcast day, but the crew were wonderful. They were knowledgeable about Key West in general and its history with shipwrecks. Great way to spend our afternoon!”
Race to Sand Key Lighthouse aboard Schooner America 2.0 with lunch, drinks, sea views, wildlife, and classic Key West sailing.
“The boat is beautiful and fast. The captain and crew are skilled sailors, but also friendly, light-hearted, and funny. They managed a full lunch and drink service effortlessly. It was a beautiful sail on a beautiful day.”
Review of Key West’s Appledore Star sunset sail, with champagne, chef-made hors d’oeuvres, sailing views, prices, and practical tips.
“Petit groupe, équipage au top, très belle autre façon de vivre the sunset à KW”
Review the Key West Night Cruise aboard Schooner America 2.0, with stargazing, drinks, practical tips, pricing, and booking advice.
“We’ve been to Key West many times over the years, always looking for something new to do for fun. We booked this tour with family, which are all adults. The gentleman on the cruise was very knowledgeable about the stars and used a laser to point where they were located in the sky. I’m always looking at the stars and actually have an APP on my phone called the stargazer, which helps point out the bigger constellations. I can say I learned a few things and how to locate the bigger stars and constellations without using my phone. Great experience! The cruise was smooth and loved the captain and crew.”
Review of Key West’s 90-minute full moon sail aboard Schooner America 2.0, with drinks, stargazing, shoreline views, pricing, tips, and FAQs.
“Fabulous experience! This was our first time sailing. 100% recommend!!!”
Sail into a Key West sunset aboard a classic schooner with eight wines, premium beer, charcuterie, and attentive crew service.
“Apps were light but good! Wine and drinks were also nice. Gorgeous evening! We really enjoyed it.”
Pick a rig, a coast or an afternoon.
