

CHOOSE FROM ANY OF OUR BEST-SELLERS!
- All Ages
- 1.5 Hours
Join us for a gorgeous Sunset Cruise in the majestic waters of Destin, FL! What better way to spend time with your family and friends than to go on a memorable sunset cruise with Happy’s Crab Island Watersports. Make sure you bring a waterproof camera!
- All Ages
- 1.5 Hours
Join us for a gorgeous Dolphin cruise!
- MOST POPULAR!
- All Ages
- 4 Hours, 8 Hours
- Up to 12 People
Experience the Best Pontoon Rental in Destin, FL. Be the captain as you take the whole family out for a day of fun on Happy’s Crab Island Watersports Brand New 2025 Trifecta Pontoon Boats. We offer half day and full day rentals!
- 18+ to Operate
- 1 Hour, 2 Hours, 4 Hours
- Up to 3 People
Have a fun day with your friends and family on Happy’s Crab Island Watersports’ Yamaha Waverunners! Enjoy a slow sightseeing cruise along the Emerald Coast and mosey into the Choctawhatchee Bay to Crab Island or go on a high-intensity thrill-seeking ride that will definitely make you want more!
- 18+ to Operate
- 2 Hours
Enjoy a a beautiful guided dolphin excursion on one of our waverunners!
- All Ages
- 4 Hours, 8 Hours
- Up to 14 People
Explore Destin, Florida’s waters with the newest and largest Double-Decker Pontoon with two Water Slides. Half-day and full-day rentals available. Upgrade your regular pontoons into this massive play boat. More space, more fun!
- All Ages
Crab Island is known for it’s majestic waters and not to mention the biggest day party every day! Tourists flock from places just to have a fun day out in the sea. We now offer a 3 hour tour at Destin’s most captivating – Crab Island!
- All Ages
Your favorite tour, now made even longer and better! We now offer a 4 hour longer tour at Destin’s most captivating – Crab Island! With our extended 4 hour Crab Island Adventure Tour you’ll surely make the most of a fun day out in Destin!
- All Ages
- 1.5 Hours
Join us for a gorgeous Sunset Cruise in the majestic waters of Destin, FL! What better way to spend time with your family and friends than to go on a memorable sunset cruise with Happy’s Crab Island Watersports. Make sure you bring a waterproof camera!
- All Ages
- 1.5 Hours
Join us for a gorgeous Dolphin cruise!
- MOST POPULAR!
- All Ages
- 4 Hours, 8 Hours
- Up to 12 People
Experience the Best Pontoon Rental in Destin, FL. Be the captain as you take the whole family out for a day of fun on Happy’s Crab Island Watersports Brand New 2025 Trifecta Pontoon Boats. We offer half day and full day rentals!
- 18+ to Operate
- 1 Hour, 2 Hours, 4 Hours
- Up to 3 People
Have a fun day with your friends and family on Happy’s Crab Island Watersports’ Yamaha Waverunners! Enjoy a slow sightseeing cruise along the Emerald Coast and mosey into the Choctawhatchee Bay to Crab Island or go on a high-intensity thrill-seeking ride that will definitely make you want more!
- 18+ to Operate
- 2 Hours
Enjoy a a beautiful guided dolphin excursion on one of our waverunners!
- All Ages
- 4 Hours, 8 Hours
- Up to 14 People
Explore Destin, Florida’s waters with the newest and largest Double-Decker Pontoon with two Water Slides. Half-day and full-day rentals available. Upgrade your regular pontoons into this massive play boat. More space, more fun!
- All Ages
Crab Island is known for it’s majestic waters and not to mention the biggest day party every day! Tourists flock from places just to have a fun day out in the sea. We now offer a 3 hour tour at Destin’s most captivating – Crab Island!
- All Ages
Your favorite tour, now made even longer and better! We now offer a 4 hour longer tour at Destin’s most captivating – Crab Island! With our extended 4 hour Crab Island Adventure Tour you’ll surely make the most of a fun day out in Destin!
- All Ages
- 1.5 Hours
Join us for a gorgeous Sunset Cruise in the majestic waters of Destin, FL! What better way to spend time with your family and friends than to go on a memorable sunset cruise with Happy’s Crab Island Watersports. Make sure you bring a waterproof camera!
- All Ages
- 1.5 Hours
Join us for a gorgeous Dolphin cruise!
Destin’s Most Fun in the Sun Rental Spot!
We are dedicated to making this the best trip for you and your whole family!
Our business is locally owned and operated. We have been doing this on the Harbor for years and we are proud to help our guests make memories that last.
Float, Ride and Fly with Us!
- MOST POPULAR!
Experience the Best Pontoon Rental in Destin, FL. Be the captain as you take the whole family out for a day of fun on Happy’s Crab Island Watersports Brand New 2025 Trifecta Pontoon Boats. We offer half day and full day rentals!
- All Ages
- 4 Hours, 8 Hours
- Up to 12 People
SEA WHY OUR CUSTOMERS LOVE US!

"We rented a pontoon boat for half a day. They got us out early, gave great instructions. We spent some time at Crab Island and just cruised around the rest of the time. The kids had a great time."
– s c | TripAdvisor
"best place on the emerald coast to rent pontoons! Josh, jordan, and brandon are cool dudes that took great care of us and provided us with an easy, fun experience! If your looking for a fun time on the water, go to Happy's watersports!!!"
– Zach M | TripAdvisor
"Highly recommend Happy's Watersports! Prices are great! The staff were friendly, helpful and awesome. They got us on the water quickly and even had to swap our boat on the water without coming back to the dock."
– Nicholas G | TripAdvisor
"Happy’s is the place to go for boat and jet ski rentals! The staff is so helpful and knowledgeable. We can’t wait to rent from them again!"
– Heather B | TripAdvisor
"This was the best trip on the water I’ve ever had!!! Great customer service and amazing people. They treated me like family and took care of everything I needed. HIGHLY RECOMMENDED FOR YOUR NEXT WATERSPORTS ADVENTURE!!!"
– Zack H | TripAdvisor
"We rented a pontoon boat for half a day. They got us out early, gave great instructions. We spent some time at Crab Island and just cruised around the rest of the time. The kids had a great time."
– s c | TripAdvisor
"best place on the emerald coast to rent pontoons! Josh, jordan, and brandon are cool dudes that took great care of us and provided us with an easy, fun experience! If your looking for a fun time on the water, go to Happy's watersports!!!"
– Zach M | TripAdvisor
"Highly recommend Happy's Watersports! Prices are great! The staff were friendly, helpful and awesome. They got us on the water quickly and even had to swap our boat on the water without coming back to the dock."
– Nicholas G | TripAdvisor
"Happy’s is the place to go for boat and jet ski rentals! The staff is so helpful and knowledgeable. We can’t wait to rent from them again!"
– Heather B | TripAdvisor
"This was the best trip on the water I’ve ever had!!! Great customer service and amazing people. They treated me like family and took care of everything I needed. HIGHLY RECOMMENDED FOR YOUR NEXT WATERSPORTS ADVENTURE!!!"
– Zack H | TripAdvisor
"We rented a pontoon boat for half a day. They got us out early, gave great instructions. We spent some time at Crab Island and just cruised around the rest of the time. The kids had a great time."
– s c | TripAdvisor
"best place on the emerald coast to rent pontoons! Josh, jordan, and brandon are cool dudes that took great care of us and provided us with an easy, fun experience! If your looking for a fun time on the water, go to Happy's watersports!!!"
– Zach M | TripAdvisor
"Highly recommend Happy's Watersports! Prices are great! The staff were friendly, helpful and awesome. They got us on the water quickly and even had to swap our boat on the water without coming back to the dock."
– Nicholas G | TripAdvisor