OutSail Adventures

07/10/2025

🌴 Matching tanks. Big smiles. Cruise vibes.
This is what OutSail Adventures is all about 🛳️💥

We don’t just book trips—we bring together amazing people for unforgettable adventures. Whether it’s your first cruise or your fifteenth, you’ll be repping OutSail style all the way 😎⚓

06/24/2025

Love is our anchor. Joy is our compass. 🌈⚓

This Pride Month, we’re not just celebrating, we’re OutSailing.
At private paradise of Ocean Cay, we embraced sun, sea, and each other with zero apologies and full hearts. From turquoise kisses to lighthouse laughs, this is what q***r joy looks like.

🏳️‍🌈 Whether you’re cruising solo, with your partner, or your chosen family—we’re here to make your travel unforgettable, affordable, and proudly LGBTQ+

04/10/2025

Tag someone you’d want to bring on this cruise! 😘

02/10/2025

11/22/2024

📢 BLACK FRIDAY ALERT 🚢✨

🌊 Sail Away with 50% OFF! 🌊
Dreaming of turquoise waters and endless horizons? Don’t miss our Black Friday Sale!
🛳 Save 50% on select cruises departing from Miami and New York City—but hurry, cabins are filling fast!

🌴 Your adventure starts here:
✅ Relax under the sun on tropical islands
✅ Explore vibrant ports full of culture
✅ Indulge in world-class dining and entertainment

🌟 Offer ends soon—book today and set sail! 🌟

📆 Travel dates and terms apply. Check our bio to book now!

08/28/2024

LABOR DAY SALE!!!⏰ We just booked two LUCKY clients on their first CRUISE and they received extra perks for BOOKING with Us😇.

08/19/2024

Everyone deserves to experience MSC Yacht Club at least once in their lifetime. Contact us for current SPECIAL OFFERS!!! 🛥️☀️

07/16/2024

This is one of our favorite ships. We’ve already sailed twice on it this year and have booked some of our friends for September sailings.
📲 send us a message to get your cruise booked. Our services are completely FREE!!!

07/11/2024

🌟 Meet Jeremy, our co-founder and avid cruising enthusiast! ⚓️🎰🍽️ Jeremy, an active duty U.S. sailor, finds joy in every aspect of cruising – from the thrill of the casino and gourmet dining, to the spectacular shows and music onboard. With his expertise, he’s your go-to for uncovering the best cruise deals and crafting unforgettable voyages. Follow us for Jeremy’s insider tips and cruise adventures!

06/28/2024

Star-spangled savings await with our 4th of July Sale! Book your next vacation and enjoy Drinks and Wi-Fi included, plus up to $500 Onboard Credit!

06/25/2024

06/18/2024

DM us for details!