We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Classic Cruises - CLOSED

47 Causeway Blvd., Clearwater, FL
+1 727-581-4662
Review Highlights
New boat ,new website .

Classic Cruises is now Clearwater sailing adventure. The 54 foot Erwin ketch rig is awesome for a... read more

Reviewed 23 June 2015
Chris B
Clearwater, Florida
Substantially disappointed

Came with a bus group of seniors for this luncheon cruise. Instead of window seats, which were... read more

Reviewed 22 January 2015
Bradenton, Florida
Read all 16 reviews
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
  • Excellent82%
  • Very good12%
  • Average6%
  • Poor0%
  • Terrible0%
23 Jun 2015
“New boat ,new website .”
22 Jan 2015
“Substantially disappointed”
47 Causeway Blvd., Clearwater, FL

Similar Things to Do in Clearwater

Reviews (16)
Traveller rating
Traveller type
Time of year

1 - 10 of 16 reviews

Reviewed 23 June 2015

Classic Cruises is now Clearwater sailing adventure. The 54 foot Erwin ketch rig is awesome for a relaxing sailing tour and sunset trip off of Clearwater beach. The Irwin can take up to 6 passengers. There is a new boat being built that will be...More

Thank Chris B
Reviewed 22 January 2015

Came with a bus group of seniors for this luncheon cruise. Instead of window seats, which were fairly empty, we were given long very crowded tables in the center. The sound system where I believe someone was narrating the trip (though none of us could...More

4  Thank Queeniereads
Reviewed 21 January 2015

You absolutely cannot beat the Calypso Queen for a wonderful value. The food is very well seasoned, very tasty and plentiful aboard this really cool double decker, enclosed vessel. The dining room is well-spaced, giving you lots of room, great food, impeccable service, a fun...More

2  Thank Mickey G
Reviewed 20 September 2012

We love visiting the amazing Captain Brian and sailing aboard the Tradewinds or taking a sunset cruise on a the Enterprize, a classic 1960's Chris Craft when in the Clearwater area. The fact that there are only up to 6 passengers makes it feel you...More

5  Thank Rebecca H
Reviewed 21 August 2012

It was a gorgeus sunset and dinner. It was the finish of our vacation. Just wasnt long enough because after the sunset it got dark but that is when the DJ started the music and dancing. Which it was a little longer.

9  Thank BeckyG431
Reviewed 24 April 2012

I have done the Starlight dinner boat and also the Calypso Queen that had a very nice and yummy lunch buffet. The views on the water are breathtaking and also you see the dolphins too.

3  Thank CinnyK
Reviewed 2 April 2012

This cruise was recommended to us by a local and it was very nice. We opted for the Chris Craft (37ft) vs. the sailboat. This is an older boat undergoing maintenance but that did not deter from our day. Captain Brian was very knowledgeable and...More

5  Thank Exit105
Reviewed 9 March 2012

I liked the wildlife and the view! The staff are very professional and get you aboard very quickly. I had a great time.

1  Thank anitakos
Reviewed 8 March 2012

I never saw so many dolphins and they were so close to the boat (4ft). Capt. Joe was great! A nice man, he sent us everywhere we wanted and he show us more then we expected. The boat was old but super comfy and big...More

9  Thank julie m
Reviewed 27 January 2012

This was definitely the best part of our vacation. I have always wanted to go sailing, and when we were in Clearwater last week, my husband and I got the chance. Being on this majestic sailboat was so relaxing, and the captain made sure we...More

7  Thank jessicalanelle
Nearby Restaurants
Salt Cracker Fish Camp
656 reviews
.10 km away
Marina Cantina
653 reviews
.09 km away
Beach Shanty Cafe
810 reviews
.18 km away
Pearly's Beach Eats
500 reviews
.26 km away
Nearby Attractions
Pier 60
3,530 reviews
.06 km away
Dolphin Encounter
34 reviews
.17 km away
Little Toot Dolphin Adventures
1,327 reviews
.21 km away
Clearwater Beach Jet Ski Rentals and Guided Tours
342 reviews
.11 km away