cool st.augustine
Things to do
Cruise ship visitors
Guides
  • Tours by category
  • Tours by accessibility
  • Tours by feature
  • Tours by time
  • Tours by the numbers
  • Shore excursions
  • Cruise ships
  • Cruise lines
  • Calendar
  • Attractions
  • Recommendations
  • Nearby places
Nights of Lights
Language $Currency
Login / Sign up
Bookings
Bookings
Wallet
$0.00
Wishlists
Wishlists
Cool Rewards Rewards
Gift cards
Profile
Help Center
Language
Log out
St Augustine
Nights of Lights Nights of Lights Gift Cards Gift Cards Rewards Rewards Specials Specials Group Travel Group Travel Contact Contact
Start your search
Change your search
Place or activity
Select Dates
You booked this experience
You're departing on
Google Calendar
Apple Calendar
Microsoft Outlook
Make your trip unforgettable

2 hours - Shared Sunset Sail along Historic St Augustine Bayfront

8 Reviews 4.75 out of 5 stars Based on 8 traveler reviews collected by Cool St. Augustine and TripAdvisor | St Augustine, USA
Book online or call us

from $199 per person

Lowest Price Guarantee
2 hours - Shared Sunset Sail along Historic St Augustine Bayfront Image 1
2 hours - Shared Sunset Sail along Historic St Augustine Bayfront Image 2
2 hours - Shared Sunset Sail along Historic St Augustine Bayfront Image 3
2 hours - Shared Sunset Sail along Historic St Augustine Bayfront Image 4
2 hours - Shared Sunset Sail along Historic St Augustine Bayfront Image 5
Don't miss out!
On average, this is booked 11 (1) days in advance.
2 hours (approx.)
Mobile ticket
Offered in: English

Overview

We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our staff and captains are friendly and eager to assist in making your experience a wonder memory.

This 2-hour sail gives passengers a chance to make new memories on the sea. Our cruise is perfect for all water-lovers: families, couples, and friends. Some guests enjoy interacting with the USCG licensed Captain, learn a little about sailing, or take the helm. Others relax and enjoy the trip.

No matter your preference, this cruise will be a highlight of your vacation.

What's Included

  • Bottled water
  • Yacht Captain
  • Snacks Plan ahead and order a charcuterie board to enjoy on your sail. Just give us a call so we can make sure it is waiting on the vessel for you.
  • Alcoholic beverages Plan ahead and order your beer, wine, and canned cocktails before your trip. Just give us a call so we can make sure your beverages are cold and waiting on the vessel for you.
  • Gratuities
See 3 more

Meeting Location

Meeting point

3076 Harbor Drive
St. Augustine, FL 32084, USA

Show on Google Maps

Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

This activity ends back at the meeting point.

What To Expect

Book Online

Our secure website provides real-time availability, and free, no-hassle cancellations up to 24 hours before your tour begins.
Read more

Safe & secure Easy breezy Hassle‑free

Camachee Cove Yacht Harbor

We invite you to sit back, relax and enjoy the beautiful view and wildlife as we slip away from the dock and sail down the Tolomato River. Make sure to look for dolphins as we approach Porpoise Point as we often see a lot of wildlife in this area. As we continue our sail down the Matanzas River toward the historic St Augustine Bay Front, you will get to experience the ancient city's historic sites from the water. Bring your friends and family and get ready to enjoy adventure or bring that special someone and experience a romantic getaway on your private, 2-hour charter aboard our luxury sailing vessel. Let our professional staff of USCG licensed Captains welcome you and your guests aboard for an experience like no other in the beautiful city of St. Augustine!
Read more

5 minutes Admission Ticket Free

Vilano Beach

As we slip away from the marina, we will be making way along Vilano Beach. Porpoise Point at Vilano Beach is a beautiful waterfront community and bounded by the intracoastal waterway. This area is known for seeing dolphins as the feed during tide change. As we sail by, it is almost certain you will see dolphins in this area.
Read more

Admission Ticket Free

Anastasia State Park

Anastasia State Park is across the waterway from Vilano Beach, and you will be able to see the more northern park as we leave the Tolomato River and continue down the Matanzas River.
Read more

Admission Ticket Free

St. Augustine Lighthouse & Maritime Museum, Inc.

As we move into the Matanzas River we will be close enough to capture some great photos of St Augustine Lighthouse in the distance
Read more

Admission Ticket Free

Castillo de San Marcos National Monument

Built by the Spanish in St. Augustine to defend Florida and the Atlantic trade route, Castillo de San Marcos National Monument preserves the oldest masonry fortification in the continental United States and interprets more than 450 years of cultural intersections
Read more

Admission Ticket Free

Bridge of Lions

The bridge gets its name from two white marble lion statues guarding the bridge on the west side. Completed in 1927, the Bridge was constructed during the extravagant land boom times in Florida. It was designed as a work of art as much as a transport for cars, connecting downtown St Augustine with Anastasia Island. A double-leaf bascule bridge, or drawbridge, it opens for boat traffic several times throughout the day.
Read more

Admission Ticket Free

Show 5 more stops

Additional Info

  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller
  • This tour/activity will have a maximum of 6 travelers

Frequently Asked Questions (9)

Q: Will I get seasick on 2 hours – Shared Sunset Sail along Historic St Augustine Bayfront?

A: If you have any doubts about becoming seasick on the water, we recommend taking a Dramamine® Motion Sickness Relief tablet the night before your trip. Some people recommend taking it the night before your cruise and then again that morning so you will not feel so drowsy. Read more Feb 2023

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

Still have questions?

We're here to help.
Activity code: C-308257P6

Traveler Photos

Reviews

4.75
8 reviews

Average 4.75 out of 5 stars based on 8 traveler reviews collected by Cool St. Augustine and partner sites such as Cool Destinations and TripAdvisor

5 stars
7
4 stars
0
3 stars
1
2 stars
0
1 star
0
Don't miss out!
On average, this is booked 11 (1) days in advance.
St Augustine Tours
Attractions
Cruise Port
Guides
Calendar
View more
View more

Similar Tours & Activities

Adventure Boat Tours - Sunset Water Tour in St. Augustine
Likely to Sell Out
Likely to Sell Out
4.8 (298)

Adventure Boat Tours - Sunset Water Tour in St. Augustine

Take a relaxed sunset boat tour along St. Augustine’s historic waterfront. Enjoy views from the water as the crew shares local history and watches for...

60 to 70 minutes Free Cancellation
4.8 (298)
from
$44
Dolphin and Wildlife History Tour
Likely to Sell Out
Likely to Sell Out
5.0 (133)

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 (133)
from
$34
Dolphin, Manatee and Sea Turtle Kayak Adventure in St. Augustine
Likely to Sell Out
Likely to Sell Out
4.8 (151)

Dolphin, Manatee and Sea Turtle Kayak Adventure in St. Augustine

Come join us for a once in a lifetime experience as we paddle down the pristine waterways of St. Augustine and get an up close...

2 hours Free Cancellation
4.8 (151)
from
$69
Nights of Lights Viewing Boat with Live Music
4.9 (64)

Nights of Lights Viewing Boat with Live Music

See St. Augustine's Nights of Lights from the water on an evening cruise with live music, drinks, snacks and holiday cookies: choose a 2-hour sunset...

1 hour 45 minutes (Approx.) Free Cancellation
4.9 (64)
from
$72
Adventure Boat Tours - Sunset Water Tour in St. Augustine

Take a relaxed sunset boat tour along St. Augustine’s historic waterfront. Enjoy views from the water as the crew shares local history and watches for …More

Likely to Sell Out
Likely to Sell Out
4.8 (298)

Adventure Boat Tours - Sunset Water Tour in St. Augustine

4.8 (298)

Take a relaxed sunset boat tour along St. Augustine’s historic waterfront. Enjoy views from the water as the crew shares local history and watches for...

60 to 70 minutes Free Cancellation
4.8 (298)
from
$44
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

Likely to Sell Out
Likely to Sell Out
5.0 (133)

Dolphin and Wildlife History Tour

5.0 (133)

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 (133)
from
$34
Dolphin, Manatee and Sea Turtle Kayak Adventure in St. Augustine

Come join us for a once in a lifetime experience as we paddle down the pristine waterways of St. Augustine and get an up close …More

Likely to Sell Out
Likely to Sell Out
4.8 (151)

Dolphin, Manatee and Sea Turtle Kayak Adventure in St. Augustine

4.8 (151)

Come join us for a once in a lifetime experience as we paddle down the pristine waterways of St. Augustine and get an up close...

2 hours Free Cancellation
4.8 (151)
from
$69
Nights of Lights Viewing Boat with Live Music

See St. Augustine's Nights of Lights from the water on an evening cruise with live music, drinks, snacks and holiday cookies: choose a 2-hour sunset …More

4.9 (64)

Nights of Lights Viewing Boat with Live Music

4.9 (64)

See St. Augustine's Nights of Lights from the water on an evening cruise with live music, drinks, snacks and holiday cookies: choose a 2-hour sunset...

1 hour 45 minutes (Approx.) Free Cancellation
4.9 (64)
from
$72

Travelers Who Bought This Tour Also Bought

Take a Scenic Boat Ride in St. Augustine
Likely to Sell Out
Likely to Sell Out
4.6 (1,676)

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 (1,676)
from
$26
Airboat Adventure in Saint Augustine with a Guide
4.8 (1,059)

Airboat Adventure in Saint Augustine with a Guide

This Sea Dragon Airboat Safari is among the most exciting fresh water tours that Florida has to offer. Experience the freshwater tributaries along the beautiful and...

1 hour 30 minutes Free Cancellation
4.8 (1,059)
from
$80
Sunset Cruise of St. Augustine
Likely to Sell Out
Likely to Sell Out
4.9 (1,400)

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 (1,400)
from
$43
Wine Tasting Cruise in St. Augustine
Likely to Sell Out
Likely to Sell Out
4.9 (501)

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 (501)
from
$49
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 (1,676)

Take a Scenic Boat Ride in St. Augustine

4.6 (1,676)

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 (1,676)
from
$26
Airboat Adventure in Saint Augustine with a Guide

This Sea Dragon Airboat Safari is among the most exciting fresh water tours that Florida has to offer. Experience the freshwater tributaries along the beautiful and …More

4.8 (1,059)

Airboat Adventure in Saint Augustine with a Guide

4.8 (1,059)

This Sea Dragon Airboat Safari is among the most exciting fresh water tours that Florida has to offer. Experience the freshwater tributaries along the beautiful and...

1 hour 30 minutes Free Cancellation
4.8 (1,059)
from
$80
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 (1,400)

Sunset Cruise of St. Augustine

4.9 (1,400)

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 (1,400)
from
$43
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

Likely to Sell Out
Likely to Sell Out
4.9 (501)

Wine Tasting Cruise in St. Augustine

4.9 (501)

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 (501)
from
$49

Frequently Asked Questions (9)

Activity name

The answers provided below were previously given in response to questions from Cool St. Augustine customers.

Filter by:

Q: Will I get seasick on 2 hours – Shared Sunset Sail along Historic St Augustine Bayfront?
A:

If you have any doubts about becoming seasick on the water, we recommend taking a Dramamine® Motion Sickness Relief tablet the night before your trip. Some people recommend taking it the night before your cruise and then again that morning so you will not feel so drowsy.

Feb 2023
Q: What is the cancellation policy for the 2 hours – Shared Sunset Sail along Historic St Augustine Bayfront?
A:
You can cancel up to 24 hours in advance of the tour for a full refund.
  • For a full refund, you must cancel at least 24 hours before the tour start time.
  • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the tour start time will not be accepted.
  • Cut-off times are based on the tour local time (EST).
  • This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.
Apr 2025
Q: What's included in the price?
A:
The following is included:
  • Bottled water.
  • Yacht Captain.
The following is NOT included:
  • Snacks. Plan ahead and order a charcuterie board to enjoy on your sail. Just give us a call so we can make sure it is waiting on the vessel for you.
  • Alcoholic beverages. Plan ahead and order your beer, wine, and canned cocktails before your trip. Just give us a call so we can make sure your beverages are cold and waiting on the vessel for you.
  • Gratuities.
Apr 2025
Q: What is the weather cancellation policy?
A:

This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.

Apr 2025
Q: What is the minimum age for this tour?
A:

There is no minimum age for this tour, so bring your wee one along for an adventure. This tour requires at least one adult to accompany children..

Apr 2025
Q: My date is not available in the calendar, I am just checking to see if it is available?
A:

If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.

If you find a date and time that works for you, book it NOW because things always sell out at this time of year.

Apr 2025
Q: Is this an accessible tour?
A:

Accessibility information for the 2 hours - Shared Sunset Sail along Historic St Augustine Bayfront is as follows:

  • Suitable for all physical fitness levels
Apr 2025
Q: Where is the meeting point for this activity?
A:

Detailed check-in instructions – including meeting point address, Google map, and parking information – for 2 hours – Shared Sunset Sail along Historic St Augustine Bayfront will be included in your confirmation email from Cool St. Augustine. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!

 

 

Mar 2024
Q: How long does a refund take to reach my card, and can I get it faster?
A:

Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.

Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.

If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.

Oct 2026

What's Included

Activity name

  • Bottled water
  • Yacht Captain
  • SnacksPlan ahead and order a charcuterie board to enjoy on your sail. Just give us a call so we can make sure it is waiting on the vessel for you.
  • Alcoholic beveragesPlan ahead and order your beer, wine, and canned cocktails before your trip. Just give us a call so we can make sure your beverages are cold and waiting on the vessel for you.
  • Gratuities

Additional Info

Activity name

  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller
  • This tour/activity will have a maximum of 6 travelers

Report Product Issue

Activity name