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St Augustine Cruises, Sailing & Water Tours

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St Augustine Tours

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Wine Tasting Cruise in St. Augustine

Start your evening out by winding down on the water! Let us take you on an adventure to the bay-front, where our experienced guides will …More

4.9 (492)

Wine Tasting Cruise in St. Augustine

Start your evening out by winding down on the water! Let us take you on an adventure to the bay-front, where our experienced guides will...

1 hour 30 minutes • Free Cancellation
4.9 (492)
from
$49
Sunset Cruise - #1 Party Boat in St. Augustine, FL

Embark on our breathtaking Sunset Cruise in the heart of historic St. Augustine, Florida! We will be partying, singing & dancing along the scenic Matanzas …More

4.9 (250)

Sunset Cruise - #1 Party Boat in St. Augustine, FL

Embark on our breathtaking Sunset Cruise in the heart of historic St. Augustine, Florida! We will be partying, singing & dancing along the scenic Matanzas...

1 hour 30 minutes • Free Cancellation
4.9 (250)
from
$47
Night of Lights: #1 Party Boat in St. Augustine, FL

Experience the magic of St. Augustine's Nights of Lights with Old Town Party Boat! Glide along the scenic waterways of the nation's oldest city while …More

4.8 (112)

Night of Lights: #1 Party Boat in St. Augustine, FL

Experience the magic of St. Augustine's Nights of Lights with Old Town Party Boat! Glide along the scenic waterways of the nation's oldest city while...

1 hour 30 minutes • Free Cancellation
4.8 (112)
from
$47
Day Cruisin' Tour - #1 Party Boat in St. Augustine, FL

Join our Day Cruisin' Tour for day drinking, dancing & singing! Party with us while we cruise up and down the Matanzas River viewing Old …More

5.0 (3)

Day Cruisin' Tour - #1 Party Boat in St. Augustine, FL

Join our Day Cruisin' Tour for day drinking, dancing & singing! Party with us while we cruise up and down the Matanzas River viewing Old...

1 hour 30 minutes • Free Cancellation
5.0 (3)
from
$47
St Augustine Nights of Lights Tour with Narrarated Sunset Option

Celebrate the magic of Nights of Lights aboard our comfortable power catamaran with two festive options: Nights of Lights Sunset Tour (Narrated) Enjoy a beautiful …More

4.9 (20)

St Augustine Nights of Lights Tour with Narrarated Sunset Option

Celebrate the magic of Nights of Lights aboard our comfortable power catamaran with two festive options: Nights of Lights Sunset Tour (Narrated) Enjoy a beautiful...

1 hour 30 minutes • Free Cancellation
4.9 (20)
from
$47
Adventure Boat Tours Dolphin Tails & History Cruise St Augustine

We are family friendly and welcome children on our sunset tours. You are welcome to bring drinks snacks and adult beverages on board (small coolers …More

Likely to Sell Out
Likely to Sell Out
5.0 (80)

Adventure Boat Tours Dolphin Tails & History Cruise St Augustine

We are family friendly and welcome children on our sunset tours. You are welcome to bring drinks snacks and adult beverages on board (small coolers...

60 to 70 minutes • Free Cancellation
5.0 (80)
from
$44
Adventure Boat Tours - Sunset Water Tour in St. Augustine

We hope to make this your favorite memory to your visit in St Augustine - sharing the history and nature of St Augustine are our …More

4.8 (295)

Adventure Boat Tours - Sunset Water Tour in St. Augustine

We hope to make this your favorite memory to your visit in St Augustine - sharing the history and nature of St Augustine are our...

60 to 70 minutes • Free Cancellation
4.8 (295)
from
$44
Adventure Boat Tours - Nights of Lights by Water in St. Augustine FL

Nights of Lights Holiday Boat Cruise - The Florida Version of a Sleigh Ride Make this season unforgettable with a Nights of Lights cruise — …More

4.8 (175)

Adventure Boat Tours - Nights of Lights by Water in St. Augustine FL

Nights of Lights Holiday Boat Cruise - The Florida Version of a Sleigh Ride Make this season unforgettable with a Nights of Lights cruise —...

1 hour • Free Cancellation
4.8 (175)
from
$44
Red Boat Tours - World Famous St Augustine Nights of Lights

National Geographic has selected The Ancient City, one of the top-10 places in the world to see Christmas lights, for over a decade! Each year, …More

4.9 (282)

Red Boat Tours - World Famous St Augustine Nights of Lights

National Geographic has selected The Ancient City, one of the top-10 places in the world to see Christmas lights, for over a decade! Each year,...

1 hour 15 minutes • Free Cancellation
4.9 (282)
from
$43
Red Boat Tours - Dolphin Odyssey and Sightseeing Tour

See wild Atlantic bottlenose dolphins up close as you cruise the scenic waters of St. Augustine on a relaxing 90-minute tour. Our experienced captains know …More

4.9 (371)

Red Boat Tours - Dolphin Odyssey and Sightseeing Tour

See wild Atlantic bottlenose dolphins up close as you cruise the scenic waters of St. Augustine on a relaxing 90-minute tour. Our experienced captains know...

2 hours • Free Cancellation
4.9 (371)
from
$42
Red Boat Tours - Adults-Only & Family Friendly BYOB Sunset Cruise

Sunset Cruises are all-ages on Sundays, Tuesdays, and Wednesdays, and they are ADULTS-ONLY on Thursdays, Fridays, and Saturdays. Bring your own beverages, kick back, relax …More

5.0 (364)

Red Boat Tours - Adults-Only & Family Friendly BYOB Sunset Cruise

Sunset Cruises are all-ages on Sundays, Tuesdays, and Wednesdays, and they are ADULTS-ONLY on Thursdays, Fridays, and Saturdays. Bring your own beverages, kick back, relax...

1 hour 30 minutes • Free Cancellation
5.0 (364)
from
$42
St. Augustine Dolphin Watch and Historical Harbor Sail

Sail through the historic harbors near Vilano Beach, as we seek out some of Saint Augustine’s most charming residents, the local dolphin population. We’ll view …More

4.7 (93)

St. Augustine Dolphin Watch and Historical Harbor Sail

Sail through the historic harbors near Vilano Beach, as we seek out some of Saint Augustine’s most charming residents, the local dolphin population. We’ll view...

1 hour 30 minutes • Free Cancellation
4.7 (93)
from
$39
Sunset Cruise of St. Augustine

Get lost with the glorious wonder of St. Augustine's attractions. Our Adults Only 21+ option on vessel GREAT BLUE HERON is specifically made for the …More

Likely to Sell Out
Likely to Sell Out
4.9 (1,377)

Sunset Cruise of St. Augustine

Get lost with the glorious wonder of St. Augustine's attractions. Our Adults Only 21+ option on vessel GREAT BLUE HERON is specifically made for the...

1 hour 30 minutes • Free Cancellation
4.9 (1,377)
from
$37
Dolphin and Wildlife History Tour

Cruise on the water to find local wildlike. You will pass by the St Augustine Lighthouse, St. Augustine inlet, Bridge of Lions, The Bayfront, the …More

5.0 (128)

Dolphin and Wildlife History Tour

Cruise on the water to find local wildlike. You will pass by the St Augustine Lighthouse, St. Augustine inlet, Bridge of Lions, The Bayfront, the...

1 hour • Free Cancellation
5.0 (128)
from
$34
Haunted History Boat Tour in St. Augustine

As the sun dips below the horizon and darkness cloaks the ancient city of St. Augustine, the bayfront tells a different story—one of restless spirits, …More

5.0 (10)

Haunted History Boat Tour in St. Augustine

As the sun dips below the horizon and darkness cloaks the ancient city of St. Augustine, the bayfront tells a different story—one of restless spirits,...

1 hour 30 minutes • Free Cancellation
5.0 (10)
from
$33
St Augustine Dolphin & Historical Landmark Cruise w Sunset Option

Cruise through St. Augustine’s scenic waterways on Fury’s Historic Landmark Boat Tour, where history, wildlife, and coastal scenery come together. Keep an eye out for …More

4.8 (16)

St Augustine Dolphin & Historical Landmark Cruise w Sunset Option

Cruise through St. Augustine’s scenic waterways on Fury’s Historic Landmark Boat Tour, where history, wildlife, and coastal scenery come together. Keep an eye out for...

1 hour 30 minutes • Free Cancellation
4.8 (16)
from
$30
Dolphin and Wildlife Adventure of St. Augustine

Experienced Naturalist on board as your guide, you will be sure to leave with a new passion for our marine life. This part of Florida …More

Likely to Sell Out
Likely to Sell Out
4.9 (1,020)

Dolphin and Wildlife Adventure of St. Augustine

Experienced Naturalist on board as your guide, you will be sure to leave with a new passion for our marine life. This part of Florida...

1 hour 30 minutes • Free Cancellation
4.9 (1,020)
from
$26
Take a Scenic Boat Ride in St. Augustine

A unique view of St Augustine available only from the water. Since the 1900’s St. Augustine Scenic Cruise has been giving visitors to St. Augustine …More

Likely to Sell Out
Likely to Sell Out
4.6 (1,674)

Take a Scenic Boat Ride in St. Augustine

A unique view of St Augustine available only from the water. Since the 1900’s St. Augustine Scenic Cruise has been giving visitors to St. Augustine...

1 hour 15 minutes • Free Cancellation
4.6 (1,674)
from
$26

Frequently Asked Questions

These answers are based on answers previously given to Cool St. Augustine customers' questions.

Recent tour reviews
Perfect way to spend an afternoon!
New York City
Wine Tasting Cruise in St. Augustine
KrisKnight, Sep 2026
Perfect way to spend an afternoon!
Its always a great day to be on a boat! We had a fun day seeing a few of the sights of St Augustine while also trying some interesting wines - which are accompanied by a little snack! Perfect way to spend an afternoon!
Read more
Great experience
New York City
Sunset Cruise of St. Augustine
Storyteller693748, Sep 2026
Great experience
We had a wonderful cruise. The people were very friendly fun to to be around and knowledgeable about the history.
Read more
Amazing night in the water!
New York City
Sunset Cruise of St. Augustine
julio_b, Sep 2026
Amazing night in the water!
What a beautiful experience. The views were wonderful and the staff was awesome. Lots of great photos and very informative.
Read more
Wine on the Water!
New York City
Wine Tasting Cruise in St. Augustine
Patricia_B, Sep 2026
Wine on the Water!
We had such a nice time on the wine tasting boat tour with Florida Water Tours! Sipping wine while cruising the beautiful waters was wonderful—and getting to see dolphins and other wildlife made it even more spectacular. Our captain and tour guides were lovely, knowledgeable, and entertaining, with just the right sprinkle of humor. Such a fun and relaxing way to experience St. Augustine! Highly recommend!
Read more
Informative Fun Tour!
New York City
Dolphin and Wildlife History Tour
clinthall77, Sep 2026
Informative Fun Tour!
My wife and I very much enjoyed this tour. The boat was new and very clean. Our tour guide was quite knowledgeable about local history, she had a great story to tell. And best of all we saw dolphins, lots of them! The only critique i have is that they played music while our guide was talking, it was distracting. Also, the volume on the guides speaker was barely audible at first, think we missed some of what she said because we couldn't hear. Still, a great experience. Highly recommended!
Read more
Sun fun and dolphins!
New York City
Dolphin and Wildlife Adventure of St. Augustine
Ssteach777, Sep 2026
Sun fun and dolphins!
Captain Mike and Abigail were great to boat with on our trip. We had a great time and learned a few things! There was one small child on the boat and Mike and Abby were so good at interacting with him, just as they were with the adults. It made me smile. We def go again. The boat was clean and comfortable!
Read more
Sunset cruise
New York City
Adventure Boat Tours – Sunset Water Tour in St. Augustine
larryaU8094AX, Sep 2026
Sunset cruise
Capt Chris was excellent . They did everything exactly as advistised it is a perfect little sunset cruise.
Read more
Amazing experience!
New York City
St Augustine Dolphin & Historical Landmark Cruise w Sunset Option
Kathy_H, Sep 2026
Amazing experience!
We absolutely loved this experience! The crew James, Jamie, and Ky were all amazing and so knowledgeable. We will definitely do it again. 🫶
Read more
Great people and very informational!
New York City
Dolphin and Wildlife History Tour
347aubreyf, Sep 2026
Great people and very informational!
Great people with lots of information on the area. Would easily recommend!!!
Read more
Fun, exciting, personable.
New York City
Red Boat Tours – Dolphin Odyssey and Sightseeing Tour
Curiosity13506602475, Sep 2026
Fun, exciting, personable.
Our tour was great. Crew was personable, accommodating and knowledgeable. We saw multiple dolphins and learned interesting tidbits about St. Augustine’s history. And, the music was great! Highly recommend.
Read more
Great tour
New York City
St Augustine Dolphin & Historical Landmark Cruise w Sunset Option
StPpp, Sep 2026
Great tour
Great cruise Really enjoyed ourselves
Read more
Sibling trip
New York City
Adventure Boat Tours – Sunset Water Tour in St. Augustine
carrie_B, Sep 2026
Sibling trip
The tour was worth every cent and more. The captain and crew were very informative and it was such a relaxing experience after a hot day of sightseeing.
Read more
Awesome!
New York City
Dolphin and Wildlife Adventure of St. Augustine
X7188UMamyr, Sep 2026
Awesome!
My Aunt Linda knew I never go anywhere so she asked me to go to St. AUGUSTINE with her. Her treat. She told me to plan the trip and she would pay and I could do anything I wanted so I picked the dolphin tour. We saw dolphins and enjoyed spending time with each other. Our hosts were very knowledgeable and awesomely friendly. I asked alot of questions and they were so gracious about answering my questions. They gave us great recommendations for the best seafood and Italian restaurants. We would definitely go again@
Read more
Unplanned Quick Trip
New York City
Red Boat Tours – Dolphin Odyssey and Sightseeing Tour
jakyzer, Sep 2026
Unplanned Quick Trip
Great experience all the way around would recommend it for anyone the captain first mate were spot on. Will do it again.
Read more
Relaxing vibe
New York City
Red Boat Tours – Adults-Only & Family Friendly BYOB Sunset Cruise
melisaawhiteee, Sep 2026
Relaxing vibe
We took 2 boat tours and 2 kayak trips over the course of our 6 day St Aug/Jax area trip. This was our favorite! It was relaxing with a smaller group atmosphere. Dave and Roy were very friendly , outgoing, and made it a great experience. They showed us important sites, gave great information, took pictures, and genuinely acted like they cared we have fun. We went on a day that was family friendly despite being a couple because it was the only day it worked for us. There were not too many kids and it didn’t impact our experience. Definitely would do again. Lots of dolphin sightings.
Read more
Our haunted boat ride!
New York City
Haunted History Boat Tour in St. Augustine
E3474JGdanielc, Sep 2026
Our haunted boat ride!
Let start by saying the staff is amazing. They were so attentive to every detail of the tour and making the passengers feel safe and welcome. Our Captain was very nice and made sure all guests got on and off the boat safely. The Ghost guide was Katrina, and she spun the ghost stories aboard the ship with such enthusiasm it really drew you in. The bartender "Rose" was very funny and helped keep my tab going all night. The experience was wonderful, and the mood was made even better by the lightning storms we could see out in the distance over the ocean; it really helped set the mood. I would recommend this tour to anyone including families.
Read more
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