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Always Dreaming Sailing Company has moved to Florida!! We look forward to serving you on the waters of the Tampa Bay area. Please click on the CALENDAR tab to view our availability for this year (currently the Calendar is under construction. Use the contact form to schedule your trip). Make your plans and jump on board. Now is the time to throw your masks to the wind and escape to the water. Plan your next getaway today by purchasing an Always Dreaming Gift Card. Gift Cards purchased in Texas will be honored in Tampa Bay as well.
Who We AreDo you believe life should be filled with experiences, not excuses? Then welcome to Always Dreaming! Climb aboard our 40' Hunter Legend sailing yacht and enjoy the beautiful waters of Tampa Bay. You deserve to take a break from the stresses of life and take a moment for yourself to have some fun, relax and dream a bit. We offer private sailing getaways (no strangers on board) on Lake Grapevine, where you and your party will enjoy the serenity of sailing, the beauty of God's creation, the feeling of rocking waves and the wind in your face. Whether you are celebrating a special occasion or just looking to kick back and experience something new, we offer a variety of sailing experiences that are tailored to your desires. We are dedicated to making your experience with us memorable for years to come. So come. Escape, relax, and dream with us.
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An Experience Tailored for You Kick back and relax as we treat you with a wonderful sail on Lake Grapevine. We first experienced sailing in Hawaii over 15 years ago aboard a luxury catamaran and we were immediately hooked. So we dreamed.
After experiencing many sailing tours on vacations to sunny locations, we narrowed in on what we liked; Private Getaways tailored to our desires. We preferred experiencing the sailing adventure together with the people know and love. We liked having a say over where we went and what we did while on the water. So when we opened Always Dreaming, we committed to offering Customized Private Sailing Experiences for couples, friends and family* alike. There won't be any strangers on board. Invite and sail with the ones you choose. Escape the stresses life for a moment and share an experience with the people you care for and love. |
* We love children, but for safety reasons, children must be 12 years or older to sail with us. Thank you for understanding.
Tammy Leranth
1 review
★★★★★ 4 months ago
This was amazing. They had all the refreshments we requested, and the food was delicious. We were even allowed to help out which was awesome made it feel like we were really sailing! 10/10 recommend and we will definitely be doing this again.
1 review
★★★★★ 4 months ago
This was amazing. They had all the refreshments we requested, and the food was delicious. We were even allowed to help out which was awesome made it feel like we were really sailing! 10/10 recommend and we will definitely be doing this again.
We are Always Dreaming. Come sail Lake Grapevine with us.
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