The Happy CaptainΒ 

4.8/5Β (2 reviews)
Β 7009 Shrimp Road, Stock Island, FL 33040, United States–

The Happy CaptainΒ 

Stock Island, FL, United States
–
30 feet
6
4.8/5Β (2 reviews)

You may qualify for a Loyalty discount with The Happy Captain. To check if the Loyalty discount is available for your selected dates, please sign in.

Experience Key West like never before aboard The Happy Captain, a one-of-a-kind 2022 custom glass-bottom boat based in Stock Island.

This veteran-owned and operated charter is the ONLY private glass-bottom boat in the Florida Keys, offering an unforgettable way to explore the crystal-clear waters below while enjoying a smooth, comfortable ride above. Powered by a 300 HP Suzuki engine cruising up to 30 knots, this vessel is perfect for families, couples, groups of friends, and even furry companions.

Specializing in private and shared excursions for up to 6 guests, The Happy Captain offers snorkeling adventures, sandbar trips, island hopping, sunset cruises, booze cruises, and relaxing glass-bottom eco tours.

Whether you want to spot marine life through the glass floor, snorkel vibrant reefs, or unwind with drinks during a famous Key West sunset, every trip is customized for fun and lasting memories.

Onboard amenities include an audio system, outside speakers, ice box, rod holders, and all essential safety equipment, including GPS, radar, VHF radio, life jackets, anchor, chart plotter, and depth finder. Alcohol, pets, children, swimming, and even glass bottles are welcome onboard, making this one of the most flexible and family-friendly charters in the Keys.

Optional add-ons such as drinks and snorkeling gear make planning effortless. Book your adventure aboard The Happy Captain today and discover why this unique glass-bottom experience stands out in Key West!

Experience Key West like never before aboard The Happy Captain, a one-of-a-kind 2022 custom glass-bottom boat based in Stock Island.

This veteran-owned and operated charter is the ONLY private glass-bottom boat in the Florida Keys, offering an unforgettable way to explore the crystal-clear waters below while enjoying a smooth, comfortable ride above. Powered by a 300 HP Suzuki engine cruising up to 30 knots, this vessel is perfect for families, couples, groups of friends, and even furry companions.

Specializing in private and shared excursions for up to 6 guests, The Happy Captain offers snorkeling adventures, sandbar trips, island hopping, sunset cruises, booze cruises, and relaxing glass-bottom eco tours.

Whether you want to spot marine life through the glass floor, snorkel vibrant reefs, or unwind with drinks during a famous Key West sunset, every trip is customized for fun and lasting memories.

Onboard amenities include an audio system, outside speakers, ice box, rod holders, and all essential safety equipment, including GPS, radar, VHF radio, life jackets, anchor, chart plotter, and depth finder. Alcohol, pets, children, swimming, and even glass bottles are welcome onboard, making this one of the most flexible and family-friendly charters in the Keys.

Optional add-ons such as drinks and snorkeling gear make planning effortless. Book your adventure aboard The Happy Captain today and discover why this unique glass-bottom experience stands out in Key West!

Evan Holmes
Captain
Evan Holmes
responds within an hour

Trip availability and prices

Trip Date:
Group Size:
Select date to see availability
September 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults β€’ 0 children
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3 Hr – Snorkel & Sandbar Trip
FREE Cancellation 3 days notice
3 hour tripΒ starts at 10:00 AM
Seasonal trip
(Mon, Tue, Wed, Thu, Fri, Sat)
US $298
Shared tour: 2 people
2 Hr – Private Sunset Tour
FREE Cancellation 3 days notice
2 hour tripΒ starts at 6:00 PM
Seasonal trip
(Mon, Tue, Wed, Thu, Fri, Sat)
US $425
Private tour: up to 6 people
3 Hr – Reef Snorkel & Glass Bottom
FREE Cancellation 3 days notice
3 hour tripΒ multiple starting times (10:00 AM, 2:00 PM)
Seasonal trip
(Mon, Tue, Wed, Thu, Fri, Sat)
US $699
Private tour: up to 6 people
3 Hr – Sandbar & Island Hopping
FREE Cancellation 3 days notice
3 hour tripΒ multiple starting times (10:00 AM, 2:00 PM)
Seasonal trip
(Mon, Tue, Wed, Thu, Fri, Sat)
+2
US $699
Private tour: up to 6 people
7 Hr – Full Day Adventure
FREE Cancellation 3 days notice
7 hour tripΒ starts at 10:00 AM
Seasonal trip
(Mon, Tue, Wed, Thu, Fri, Sat)
+3
US $1,200
Private tour: up to 6 people
There are 3 people looking at this charter.

Customer reviews

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Rating

4.8
(2 reviews)
5.0
Boat & equipment
5.0
Captain & crew
4.5
Experience

All reviews (2)

ShowingΒ 1 – 2Β ofΒ 2Β reviews
Ava Gawthorpe
Ava Gawthorpe
Repeat customer
us
North Carolina, US
β€’
Member since 2025
β€’
2 trips
5.0
Verified
Great relaxing boat ride!
3 Hr – Snorkel & Sandbar Trip on May 29, 2026 β€’ 2 adults

Captain Evan took us to some great snorkeling spots and a nuce sandbar where we got to relax for a little bit, also for a great price! Thanks for Evan for a great trip!

Tara Turner
Tara Turner
us
Pennsylvania, US
β€’
Member since 2026
4.7
Verified
Boating with Evan
3 Hr – Snorkel & Sandbar Trip on June 19, 2026 β€’ 4 adults

FAQs about The Happy Captain

The Happy Captain offers the following trips to customers:
  • US $149 per person - 3 Hr – Snorkel & Sandbar Trip (3 hours)
  • US $425 per group - 2 Hr – Private Sunset Tour (2 hours)
  • US $699 per group - 3 Hr – Reef Snorkel & Glass Bottom (3 hours)
  • US $699 per group - 3 Hr – Reef Snorkel & Glass Bottom - 2:00 PM (3 hours)
  • US $699 per group - 3 Hr – Sandbar & Island Hopping (3 hours)
  • US $699 per group - 3 Hr – Sandbar & Island Hopping - 2:00 PM (3 hours)
  • US $1,200 per group - 7 Hr – Full Day Adventure (7 hours)
When you book a trip with The Happy Captain, you can expect the following amenities onboard:
  • GPS
  • VHF Radio
  • Radar
  • Chart Plotter
  • Depth Finder
  • Anchor
  • Life Jackets
  • Audio System
  • Outside Speakers
  • Ice Box
  • Rod Holders
Trips booked with The Happy Captain include:
  • Snorkeling Equipment
  • Drinks
The Happy Captain offers the following activities:
  • Boat & Yacht Tours
  • Sunset Dinner Cruises
  • Island Hopping
  • Booze Cruises
  • Snorkeling & Diving Tours
  • Whale & Dolphin Watching
  • Eco-Tours
  • Sandbar Tours

Your operator

Evan Holmes
Evan Holmes
Evan Holmes

Stock Island, Florida, United States

2 Customer reviews
Response time within an hour
Member since May 2026

Capt. Evan Holmes invites guests aboard his custom-made glass-bottom boat in Stock Island for unforgettable adventures on the water. Specializing in snorkeling trips, sandbar escapes, island hopping, sunset cruises, booze cruises, and relaxing eco tours, Capt. Evan combines fun and local knowledge to create memorable experiences for every group. Whether you're exploring vibrant marine life below the glass bottom or soaking in a Florida Keys sunset, every trip is designed for relaxation and adventure.

2 Customer reviews
Response time within an hour
Member since May 2026

Capt. Evan Holmes invites guests aboard his custom-made glass-bottom boat in Stock Island for unforgettable adventures on the water. Specializing in snorkeling trips, sandbar escapes, island hopping, sunset cruises, booze cruises, and relaxing eco tours, Capt. Evan combines fun and local knowledge to create memorable experiences for every group. Whether you're exploring vibrant marine life below the glass bottom or soaking in a Florida Keys sunset, every trip is designed for relaxation and adventure.

What the boat is like

Boat category
Center console boats
Boat type
Center console
Boat manufacturer
Custom
Boat Model
Glass Bottom Boat
Year built
2022
Boat length
30 ft
Capacity
6 persons
Engine model
Suzuki
Max crusing speed
30 knots
Powered by
1 x 300HP
Engine Type
Outboard
Fuel Type
Gas
Boat category
Center console boats
Boat type
Center console
Boat manufacturer
Custom
Boat Model
Glass Bottom Boat
Year built
2022
Boat length
30 ft
Capacity
6 persons

Which kind of activities are offered

Boat & Yacht Tours
Sunset & Dinner Cruise
Island Hopping
Booze Cruises
Snorkeling & Diving Tours
Whale & Dolphin Watching
Eco-Tours
Sandbar Tours

Which amenities are available onboard

GPS
VHF Radio
Radar
Chart Plotter
Depth Finder
Anchor
Life Jackets
Audio System
Outside Speakers
Ice Box
Rod Holders

What's included in the trip price

Snorkeling Equipment
Drinks

What’s allowed on the boat

Child Friendly
Smoking
Alcohol
Glass Bottles
Shoes
Pets
Swimming

What additional terms you should be aware of

Security deposit is not required

A refundable deposit is not required by the charter operator.


Fuel is included

Fuel is included in the price of the rental.

How cancellations work

Free cancellation up to 3 days prior to trip

You can cancel or modify your booking up to 3 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.

More details

How you can pay

Reserve with a 30% booking deposit, pay the captain the rest

When the captain confirms your trip, BoatBooker charges your credit card a 30% booking deposit to guarantee your reservation.

The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:

Β Cash

Β Visa

Β Mastercard

Β American Express

Β Checks

Β Bank transfer

Compare similar boating charters

Current
The Happy Captain
The Happy Captain
4.8
/5
(2 reviews)
30 feet
Group size 1 - 6
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3 hour tripΒ β€’Β up to 6 persons
US $149