Island Adventures 

5.0
/5
(10 reviews)
 80500 Overseas Highway, Islamorada, FL 33036, United States

Island Adventures 

5.0
/5
(10 reviews)
map-thumbnail
80500 Overseas Highway
Islamorada, FL, United States
You may qualify for a Loyalty discount with Island Adventures. To check if the Loyalty discount is available for your selected dates, please sign in.

Spend a private day on the water in Islamorada with Island Adventures, a fully restored 19 ft Hurricane deck boat perfect for up to 6 guests. This isn’t a crowded party boat or a rigid group tour. It’s your own small-group trip built around what you want to do: snorkel calm, beginner-friendly reefs, hang out at the famous Islamorada sandbar, look for dolphins and other wildlife, or just cruise with music and a drink in hand.

Powered by a reliable 150 HP Yamaha and restored in 2024, the boat has shade, comfortable seating, easy water access, quality snorkel gear, and all required safety equipment on board. You tell Captain Jim what kind of day you want, and he’ll match the plan to your group and the conditions so you get the best spots for that specific day.

A standard, fully refundable security deposit is listed by the platform, but in most cases there are no surprise charges beyond what you see here, as long as there is no damage. Safety is always the priority, and if weather or conditions aren’t right, Captain Jim will work with you on options.

If you’re looking for a relaxed, safe, and memorable day on the water that becomes the highlight of your Keys trip, book your Island Adventures charter and we’ll take care of the rest.

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Customer reviews

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Rating summary

5.0/5
out of 5 stars from 10 reviews
Boat
5.0/5
Crew
5.0/5
Experience
5.0/5

Photos & videos by reviewers (16)

Great Captain and Good Time
Great Captain and Good Time
Great Captain and Good Time
+13

Customer rating

9
0
0
0
0

Customers claimed

Good experience

100%

Appropriate for children

100%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

90%

Showing 1 - 5 of 10 reviews
Showing: 5 of 10 reviews
Alex G.
Alex G.
5.0/5

Mar 14, 2026

Exclusive Sunset Charter

Amazing Sunset Cruise

VERIFIED
NEW

Captain Jim was amazing and the sunset cruise we experienced with Island Adventures was breathtaking! We enjoyed every moment of our time. Wonderful conversation and a breathtaking sunset that only the Keys could provide. If you have the opportunity take the Sunset Cruise with Captain Jim, you will not be disappointed.

Captain Jim was amazing and the sunset cruise we experienced with Island Adventures was breathtaking! We enjoyed every moment...  

Captain replied
 Alex G. recommends Island Adventures
 Alex G. recommends Island Adventures
undefined (The Captain)
Replied on March 15, 2026
Thanks Alex, it was great having you aboard. See you next time!

Christina C.
Christina C.
5.0/5

Mar 15, 2026

4 Hour – Snorkel & Sandbar (PM)

Great Captain and Good Time

VERIFIED
NEW

We booked two trips with Captain Jim and had a great time despite some persistent winds! We had us a couple in our later years and a pair of 23 year olds, and everyone had fun!

We booked two trips with Captain Jim and had a great time despite some persistent winds! We had us a couple in our later years...  

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Captain replied
 Christina C. recommends Island Adventures
 Christina C. recommends Island Adventures
undefined (The Captain)
Replied on March 16, 2026
Thanks for spending a couple of days of your vacation with us! Hope to see you again.

Donald B.
Donald B.
5.0/5

Feb 14, 2026

4 Hour – Snorkel & Sandbar (AM)

Great excursion!

VERIFIED

Captain and mate were great. Would highly recommend!

Captain and mate were great. Would highly recommend!  

Captain replied
 Donald B. recommends Island Adventures
 Donald B. recommends Island Adventures
undefined (The Captain)
Replied on February 16, 2026
Thanks it was great meeting you all and having you aboard!
Review media 0
Review media 1

Gary P.
Gary P.

Dec 25, 2025

The captain canceled

VERIFIED

The charter operator canceled on trip date. This is an automated posting.

 


Kristen M.
Kristen M.
5.0/5

May 30, 2025

4 Hour – Sandbar Adventure (PM)

4 hour sandbar trip 5/30

VERIFIED

My friend and I booked a 4 hour sandbar trip, had a wonderful time. Captain was knowledgeable and very kind. Would book again!

My friend and I booked a 4 hour sandbar trip, had a wonderful time. Captain was knowledgeable and very kind. Would book again!...  

Review media 0
Captain replied
 Kristen M. recommends Island Adventures
1 person finds this review helpful
 Kristen M. recommends Island Adventures
1 person finds this review helpful
undefined (The Captain)
Replied on May 31, 2025
Was awesome having you aboard! Thanks for the great review.

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
April 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
Exclusive Sunset Charter
FREE Cancellation 1 day notice
1 Hour Trip, starts at 4:45 PM
Price for up to 6 people
US $379 
4 Hour – Sandbar Adventure (AM)
FREE Cancellation 1 day notice
4 Hour Trip, starts at 9:00 AM
Price for up to 6 people
US $599 
4 Hour – Sandbar Adventure (PM)
FREE Cancellation 1 day notice
4 Hour Trip, starts at 1:00 PM
Price for up to 6 people
US $599 
4 Hour – Snorkel & Sandbar (AM)
FREE Cancellation 1 day notice
4 Hour Trip, starts at 9:00 AM
Price for up to 6 people
US $649 
4 Hour – Snorkel & Sandbar (PM)
FREE Cancellation 1 day notice
4 Hour Trip, starts at 1:00 PM
Price for up to 6 people
US $649 
4 Hour – Adventure, Your Way! (AM)
FREE Cancellation 1 day notice
4 Hour Trip, starts at 9:00 AM
Price for up to 6 people
US $729 
4 Hour – Adventure, Your Way! (PM)
FREE Cancellation 1 day notice
4 Hour Trip, starts at 1:00 PM
Price for up to 6 people
US $729 
There are 4 people looking at this listing.

Customer reviews

Loading...

Rating summary

5.0/5
out of 5 stars from 10 reviews
Boat
5.0/5
Crew
5.0/5
Experience
5.0/5

Photos & videos by reviewers (16)

Great Captain and Good Time
Great Captain and Good Time
Great Captain and Good Time
+13

Customer rating

9
0
0
0
0

Customers claimed

Good experience

100%

Appropriate for children

100%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

90%

Showing 1 - 5 of 10 reviews
Showing: 5 of 10 reviews
Alex G.
Alex G.
5.0/5

Experience:

5.0/5

Equipment

5.0/5

Crew

5.0/5

Overall

Amazing Sunset Cruise

VERIFIED
NEW

Exclusive Sunset Charter on March 14, 2026

Captain Jim was amazing and the sunset cruise we experienced with Island Adventures was breathtaking! We enjoyed every moment of our time. Wonderful conversation and a breathtaking sunset that only the Keys could provide. If you have the opportunity take the Sunset Cruise with Captain Jim, you will not be disappointed.

Captain Jim was amazing and the sunset cruise we experienced with Island Adventures was breathtaking! We enjoyed every moment of our time. Wonderful conversation and a breathtaking sunset that only the Keys could provide. If you have the opportunity take the Sunset Cruise with Captain Jim, you will not be disappointed.  

 Alex G. recommends Island Adventures
undefined (The Captain)
Replied on March 15, 2026
Thanks Alex, it was great having you aboard. See you next time!

Christina C.
Christina C.
5.0/5

Experience:

5.0/5

Equipment

5.0/5

Crew

5.0/5

Overall

Great Captain and Good Time

VERIFIED
NEW

4 Hour – Snorkel & Sandbar (PM) on March 15, 2026

We booked two trips with Captain Jim and had a great time despite some persistent winds! We had us a couple in our later years and a pair of 23 year olds, and everyone had fun!

We booked two trips with Captain Jim and had a great time despite some persistent winds! We had us a couple in our later years and a pair of 23 year olds, and everyone had fun!  

Review media 0
Review media 1
Review media 2
Review media 3
Review media 4
 Christina C. recommends Island Adventures
undefined (The Captain)
Replied on March 16, 2026
Thanks for spending a couple of days of your vacation with us! Hope to see you again.

Donald B.
Donald B.
5.0/5

Experience:

5.0/5

Equipment

5.0/5

Crew

5.0/5

Overall

Great excursion!

VERIFIED

4 Hour – Snorkel & Sandbar (AM) on February 14, 2026

Captain and mate were great. Would highly recommend!

Captain and mate were great. Would highly recommend!  

 Donald B. recommends Island Adventures
undefined (The Captain)
Replied on February 16, 2026
Thanks it was great meeting you all and having you aboard!
Review media 0
Review media 1

Gary P.
Gary P.

The captain canceled

VERIFIED

Trip was supposed to happen on December 25, 2025

The charter operator canceled on trip date. This is an automated posting.

 


Kristen M.
Kristen M.
5.0/5

Experience:

5.0/5

Equipment

5.0/5

Crew

5.0/5

Overall

4 hour sandbar trip 5/30

VERIFIED

4 Hour – Sandbar Adventure (PM) on May 30, 2025

My friend and I booked a 4 hour sandbar trip, had a wonderful time. Captain was knowledgeable and very kind. Would book again!

My friend and I booked a 4 hour sandbar trip, had a wonderful time. Captain was knowledgeable and very kind. Would book again!  

Review media 0
 Kristen M. recommends Island Adventures
1 person finds this review helpful
undefined (The Captain)
Replied on May 31, 2025
Was awesome having you aboard! Thanks for the great review.

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FAQs about Island Adventures

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What the boat is like

Boat category
Speed boats
Boat type
Deck boat
Boat manufacturer
Godfreye
Boat Model
Hurricane Sun Deck
Year built
2006
Restored in
2024
Boat length
19 ft
Capacity
6 persons
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