Whitecaps Sailing

04/09/2026

🌊⛵ Ever dreamed of sailing? Now's your chance.
This May 8 & 9, we have 2 spots open for our ASA 101 Basic Keelboat Sailing course — and you'll be at the helm on day one.

Two days on the stunning waters of Charlotte Harbor, Punta Gorda. Hands-on from the very first hour. Small group, personalized instruction from a USCG-licensed, ASA-certified captain.
By Sunday afternoon you'll have the skills, the confidence, and a nationally recognized ASA certification in your hands.

$759 — instruction, books and certifications included.
📅 May 8 & 9 only — just 2 spots remaining.
👉 Ready to sail? Visit whitecapssailingschool.com or call (941) 258-8890

03/28/2026

From sailing by day to pirates by night…
Bonfire on Tiloo Cay, music in the air, and a crew that knows how to live it right 🔥🏴‍☠️
American Sailing
Med Sailing Adventures

03/27/2026

White Party at Hope Town Inn and Marina

03/27/2026

Wednesday, Uncharted Bali 4.2 arrives in Hope Town, Elbow Cay.
Crew on the hunt for the perfect mooring ball for the night. ⛵️ 🇧🇸

03/25/2026

From sails up to slow island time… ⛵️

Yesterday we sailed to Man-O-War Cay and soaked in the simple beauty of island life. 🇧🇸

American Sailing
Med Sailing Adventures

03/24/2026

Left anchor at Great Guana Cay this morning and set sail for an easy 8 nautical mile hop through Whale Cay Passage, just enough ocean swell to remind us we’re really out here sailing ⛵️

We dropped anchor off New Plymouth on Green Turtle Cay, stepping into a place that feels untouched—historic, colorful, and refreshingly not touristy.

Wandered the quiet streets, soaked in the island charm, and then… an amazing Goombay Smash 🍹

Dinner for some at The Wrecking Tree, while others kept it simple and perfect cooking onboard under the stars.

Days like this… this is flotilla life ⚓️✨

03/23/2026

A day full of connection and island vibes 🌴⚓️
Great Guana Cay welcomed us with energy—some enjoyed the iconic Nippers pig roast, buzzing and full of life.
We wrapped it all up at Grabbers, watching the sun melt into the horizon.
American Sailing
Med Sailing Adventures

03/22/2026

What a beautiful first day 🤍
Seeing everyone meet, connect, prepare, and step into this experience… it never gets old.

Now… we are ready to sail 🇧🇸

American Sailing
Med Sailing Adventures

03/14/2026

03/11/2026

Join us for our Athens Flotilla! ⛵️

📅 May 30 – June 6, 2026
📍 Athens, Greece

A week of beautiful sailing, island hopping, great food, and unforgettable moments in the Greek islands. If you’ve been dreaming of sailing Greece, this is a wonderful trip to join.

Link with details below 👇

https://americansailingvacations.com/experiences/cruises/2026-05-flotilla-athens-whitecaps-sailing/

American Sailing Med Sailing Adventures

Sail from Athens through the Saronic Gulf—turquoise waters, island harbors, expert guidance, and unforgettable Greek sunsets.

02/12/2026

ASA 101 - Basic Keelboat Sailing Certification
📍Charlotte Harbour Florida
📅 March 4 & 5, 2026 or
📅 May 8 & 9, 2026

Hands on training!
Call (941) 204-0023

American Sailing
Med Sailing Adventures

02/09/2026

The crew of “Rivera” - Thailand Flotilla 2026