Top St Petersburg Cruises &amp; Sailing

Suncoast Sailing's Day Sailing Experience!

4.4

(497)

from $49

Island Sunset and Skyway Light Show - 3hr Boat Cruise in St. Pete

(116)

from $65

Aerial view shows the sheer size of the Skyway Bridge! Almost 2 miles of lights!

Set sail aboard the iconic schooner Suncoast Horizon in the picturesque waters of Treasure Island, Florida, about an hour before sunset for an unforgettable experience. Enjoy smooth sailing, stunning sunsets, and starry skies, with cozy blankets provided in case you want to relax or cuddle on deck. Complimentary sodas and water are available, and a cooler with ice to stash any BYO beverages.

(2,328)

from $80

Suncoast Sailing's Sunset Sailing Experience!

Suncoast Sailing's Sunset Sailing Experience!

Cruise to the protected shores of Shell Key Preserve on a guided boat tour focused on wildlife viewing and coastal exploration. Travel with a captain aboard a USCG-inspected vessel as you navigate through mangroves and open waters known for frequent dolphin sightings. Enjoy time ashore to explore one of the area’s most pristine barrier islands, great for all ages, with BYOB permitted before returning comfortably by boat.

(282)

from $70

2.5 Hour Shell Key Island Adventure Including Dolphins And Shells

2.5 Hour Shell Key Island Adventure Including Dolphins And Shells

St. Pete Dolphin Watching and Island Sunset Cruise

(112)

from $59

Look for dolphins around Boca Ciega Bay in St. Pete Beach on a cruise in the Tampa Bay Area. Continue into the Gulf of Mexico to visit Shell Key island, a wildlife preserve where you can snorkel, swim, or collect shells on the beach. Depending on the season, you might spot dolphins, manatees, rays, and a variety of seabirds. This family-friendly tour offers both a late morning and afternoon departure, making it easy to suit your schedule.

(150)

from $57

Small Group 2 Hour Dolphin Cruise with Snorkeling to Shell Key

Small Group 2 Hour Dolphin Cruise with Snorkeling to Shell Key

Take a relaxed sunset cruise launching from St. Pete Beach and view a different side of the city on this shared small group boat ride. Although it’s shared, the passenger count is kept low to create a semi-intimate experience as you cruise through residential canals to view local mansions. As you pass by Tierra Verde, you might see dolphins swimming near your boat. Bottled water is provided, as well as blankets in the cooler months.

(1,628)

from $75

Small-Group 2Hr. Sunset Cruise of St. Pete Beach

Dolphin Watching Nature Cruise and Eco Tour from Hubbard's Marina in John's Pass

(479)

from $79

1 hour 30 minutesFree Cancellation

4.7

(454)

from $35

Likely to Sell Out

Boat tour with Watersports and snorkeling near st pete beach

(81)

from $350

Sunset Cruise over the Gulf of Mexico

2 hours

4.8

(384)

from $67

Dolphin Racer Adventure Cruise in St. Pete

1 hour 30 minutesFree Cancellation

4.7

(405)

from $30

Have a fantastic time on the Sunset Brews Cruise!

Watch the sky change colors as the sun sets over the Gulf of Mexico during an evening cruise from St. Petersburg. Ride on a comfortable motorized boat with a shaded area and open deck, and keep an eye out for dolphins and other Florida wildlife. Your captain shares commentary about the region. Water is included, and a full bar is available for purchase. Note that the tour is not wheelchair accessible.

Sand Dollar Island Sunset and Brews Cruise St. Pete

4 Hour Egmont Key Island Tour With Dolphins & Snorkeling Included

(15)

from $75

4 hoursFree Cancellation

4.8

(139)

from $79

A couple feeding our fish under the bridge.

Sharkeys Glass Bottom Fish Feeding LED Night Tour St. Pete Beach

1 hour 15 minutesFree Cancellation

4.4

(428)

from $62

Island & Sandbar Sunset Cruise to the Gulf via John’s Pass

from $385

Florida’s Gulf Coast offers amazing sunsets each night and locals will tell you that one of the best ways to view it is right from the water. Head down to the St. Pete Pier and join this cruise that offers an impressive sunset showcase. Sail to the Sunshine Skyway Bridge, an impressive structure that’s also a fantastic backdrop for photographs. View the sunset from beneath the bridge then venture back to land for an evening in St. Pete.

2-Hour Sunset Cruise Tour in St. Petersburg

2 hours to 2 hours 30 minutesFree Cancellation

4.6

(211)

from $67

Likely to Sell Out

The Egmont Key National Wildlife Refuge is a serene, secluded island in Tampa Bay that’s popular for hiking and fishing. Go beyond the beauty of St. Pete’s Beaches and visit this island on a relaxing half-day tour. Sail from the St. Pete Pier over to Egmont Key and spend a few hours wandering miles of white sand beaches. Bottled water is available but you can bring your own food and drink to enjoy a quiet island lunch.

4-Hour St. Pete Pier to Egmont Key Experience by Ferry

4 hoursFree Cancellation

4.7

(331)

from $78

Likely to Sell Out

St Petersburg Ultimate (ALL-IN-ONE) City Trolley Tour

1 hour 30 minutes to 2 hoursFree Cancellation

4.6

(30)

from $30

Fabulous Florida Sunset Tour Including Dolphins

Enjoy Shell Key Sandbar, Shelling & Sunset! Can you think of a better way to end the perfect vacation day! Your tropical vacation is not complete with out a Florida sunset and there is no better way to see it than on an island from a boat! Imagine the water as far as your eye can see with the bursting colors of the sunset along the horizon. Enjoy the fresh breezes and tropical waters as we sail along the inter-coastal waterway sightseeing and looking for bottlenose dolphins. Once we arrive at Shell Key, we'll hop off the boat to go shelling, swimming and exploring. We will then enjoy the sunset and we slowly make out way back in to the mainland. It’s the perfect way to celebrate another day in paradise! Enjoy an evening of relaxation where you can unwind to the sights and sounds of the ocean. Perfect for couples, families, nature lovers, and anyone seeking a peaceful escape and a Fabulous Florida Sunset. BYOB Permitted

Fabulous Florida Sunset Tour Including Dolphins

Enjoy a memorable day on the water with a private boat charter in Tampa Bay. Perfect for groups of up to six, this luxurious Regal LX4 boat offers comfort and safety as you explore pristine beaches only reachable by boat. With a licensed captain at the helm, relax and soak up the sun while creating lasting memories with friends and family. Choose from sunset cruises and dolphin eco tours for a unique experience. - Private charter for up to six guests with a licensed captain - Explore Tampa Bay’s exclusive beaches and marine life - Tailored itineraries for sunset cruises, sand bars, or dolphin tours - New luxury boat equipped with safety features and amenities

3.0

(2)

from $55

Luxury Private Boat Adventure in Tampa Bay

Luxury Private Boat Adventure in Tampa Bay

(1)

from $450

Enjoy an afternoon on this narrated 2-hour sightseeing cruise along Tampa Bay and Clearwater’s beautiful inland waters. On board the elegant 'StarLite Majesty' yacht, choose from the open-air outer deck or if it’s too warm, select the climate-controlled cabin inside. Either way, soak up the views and if you choose, you can add on lunch once you're aboard the vessel. Listen as the captain points out the area’s popular landmarks and history and look for dolphins and other wildlife on the journey.

Daytime Sightseeing Yacht Cruise with Optional Dining in St. Pete

Daytime Sightseeing Yacht Cruise with Optional Dining in St. Pete

On this 6-hour trip we will be exploring the beautiful islands off the coast of St. Petersburg. There are many options for this trip ranging from snorkeling the ruins of Fort Dade at Egmont key dating back to the Spanish American war. looking for shells at shell island state park or swimming for sand dollars at sand dollar island. While the tour is underway, we will see dolphins manatees and other sea life. Grab your towels friends and family and come enjoy the beauty of the Tampa Bay St. Petersburg area.

4.3

(88)

from $34

Island Hopping and Snorkeling Trip

6 hoursFree Cancellation

(1)

from $600

Get out on the water and see Tampa Bay from a new perspective with this kayaking tour. Ride in a clear kayak—which has the advantage of greater visibility of the underwater world. Along the way look out for coastal birds, marine life, and the beautiful mangroves. No need to worry about missing out on photo opportunities—the trip includes photo stops and a break at Shell Key to enjoy its beach and sandbars.

Clear Kayak Tour of Shell Key Preserve and Tampa Bay Area

Dolphin Watching Nature Cruise and Eco Tour from Hubbard's Marina in John's Pass

(6,467)

from $79

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Top Attractions in St Petersburg

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Attractions

What are people saying about St Petersburg

Pattie_L, Jul 2026

Great value and super fun!

If you park in the garage they validate and it’s $7.50 for the whole day. Also their restaurant on the pier is very good and reasonable and you get a discount showing your ticket stubs. The Dolphin Tour was very well run. Their boat is enjoyable as it’s covered with plenty of seating but open so you get a lot of shade but also fresh air. It can comfortably accommodate a lot of people and there are restrooms if you need them. Also they had restrooms on the dock and a nice covered waiting area pre-boarding. The two guys that Captain the boat are very nice and funny making it an enjoyable experience. Also I was very impressed that they sold packaged snacks and drinks at very reasonable prices. You could get a pack of chips for the kids for a dollar and $3 for a soda or an alcoholic beverage for three dollars. They tell you some interesting facts about Dolphins and the area while you are on the cruise. The Dolphins come right up near the boat. Very entertaining and enjoyable. I would do it again!

4 Hour Egmont Key Island Tour With Dolphins & Snorkeling Included

Anne_D, Jul 2026

Dolphins, sting rays, and sand dollars!

We booked this trip last minute when our originally planned excursion (which was a similar type trip) was suddenly cancelled due to unforeseen circumstances. We were SO pleasantly surprised at how great this trip was! We learned quickly that it’s a family run business and we had siblings Jenn and John as our guide/captain. They were incredibly friendly, and knowledgeable about the area and sea life. Captain John even changed up the plan due to big waves and found us the perfect snorkeling spot with more sand dollars than we’ve ever seen! He also took the time to stop for dolphin and cow nose sting rays and would turn the boat so everyone got a good view. What a great happy “accident” we came upon booking this trip!

2.5 Hour Shell Key Island Adventure Including Dolphins And Shells

Cheyenne_L, Jul 2026

Great day with some great people!

The whole experience was beyond amazing!! We originally booked a 9am tour, but due to 2 crashes and a couple gridlocks, our 45 minute drive turned into an hour and 45 minutes... The staff of Calypso Cat didn't hesitate offering to get us booked on another tour that afternoon that turned out to be an upgrade without having us pay the difference! Very generous of them! They were super friendly and informative throughout the tour. We saw many dolphins, found some neat shells at Egmont key, went snorkeling and saw some cool fish, and genuinely had a great time with them. They also offered complimentary water, had life jackets the kids could use, as well as pool noodles to float with. Definitely plan on booking another tour with them next time we're in Florida!

Small Group 2 Hour Dolphin Cruise with Snorkeling to Shell Key

Amanda_E, Jul 2026

This was such an amazing...

This was such an amazing experience! Our tour guide was very insightful about the surrounding area and marine life. We got to see some dolphins and go shelling. Overall, a great experience and would recommend anyone who comes to the St. Pete area to give it a try!

Dolphin Racer Adventure Cruise in St. Pete

Tina_K, Jun 2026

Very enjoyable

It was fun! You do need sunscreen and it’s hot before you get underway. Once you’re moving you’re fine. The dolphins were not interested and just feeding. The captain and first mate were really trying. And finally near the end of the trip they were jumping right by our boat and we got great videos and pictures! It was so cool!!

Tropical Buffet Cruise in Madeira Beach

Nick_P, Jun 2026

Good cruise but get the parking straighten out first.

Great food, an excellent cruise on the intercoastal waterway. Only small disappoiinent was instead of the flat fee of $5 promised on the covered parking, the toll booth was unattended at 9:30pm and the card machine charged a full 3 hour fee of $15. It was a minor glitch in an otherwise great evening, but it still bothered me as I followed the instructions on the parking but could not get the flat rate fee of $5 as promised on the Calypso Breeze site. Poor instructions that negatively impacted the last part of the evening. Otherwise it is a great cruise!

Sunset Cruise over the Gulf of Mexico

Deborah_F, Jun 2026

We love a beautiful...

We love a beautiful sunset on the water and this experience did not disappoint. We were the only people on the excursion with Captain Troy. He was amusing, knowledgeable, kind, and professional. Sunset cruises have become a tradition on our annual beach trips and this is one I’ll definitely book again.

Small-Group 2Hr. Sunset Cruise of St. Pete Beach

Cintia_C, Jun 2026

An absolutely perfect sunset cruise!

Capt. David was fantastic—incredibly friendly, knowledgeable, and went out of his way to make the entire experience special for us. The highlights of the trip were definitely the breathtaking sunset views and getting to see dolphins up close! If you're looking for a memorable time out on the water, I highly recommend Island Ferry. We will absolutely be booking with them again!

Suncoast Sailing's Sunset Sailing Experience!

HALEY_H, May 2026

I had a decent time but...

I had a decent time but it’s ultimately up to the people who book as well. The crew was nice and the sail was perfect but unfortunately the people i was with were very annoying and loud the entire time. Like overly loud screaming and such. Otherwise it would have been a perfect trip.

Suncoast Sailing's Day Sailing Experience!

Rebecca_M, Apr 2026

Fun in the sun!

It was a great day to be out on the water. We saw dolphins at play, a parasailor, and lots of other boats and water toys out there, but it was lovely when we got out away from the majority of others, with just the sounds of the water and the sails flapping. Captains Mike and Shane were informative, fun, and constantly aware of the shifting needs of the schooner, immediately adjusting sails and steering when necessary. Definitely recommend and would love to go out again if we're ever in this area again!

Sharkeys Glass Bottom Fish Feeding LED Night Tour St. Pete Beach

Joanna_M, Mar 2026

Best experience with an incredible team!

Such a unique and fun experience. Our guide and the entire crew were incredible. Knowledgeable, funny, and great to be around. The guys helped my elderly mother in and out of the kayak without hesitation. Since my mum was with my husband, I kayaked solo, and had the absolute best time. Thank you to everyone at Sharkey’s!

Clear Kayak Tour of Shell Key Preserve and Tampa Bay Area

Christina_C, Mar 2026

Beautiful day on the water

This is a lovely way to get a close up view of the waterways and wildlife of the area. The kayaks are easy to paddle (though having some prior experience definitely helped everyone in our group), and Jenna did a great job providing information about what we were seeing (including a cool sighting of a rare reddish egret!) Highly recommend!