Tight Lines Legacy – Cool Breeze 

New
 1801 North Roosevelt Boulevard, Key West, FL 33040, United States–

Tight Lines Legacy – Cool Breeze 

Key West, FL, United States
–
31 feet
6
Just listed

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Step aboard Cool Breeze, a 31' fiberglass cuddy cabin designed for comfortable private adventures on the waters of Key West. With A/C in the bathroom and front area, you can cool off and relax between stops while enjoying the water.

Your captain, Rod Walline, holds a USCG 50 Ton Master Captain license and brings his knowledge of the local waters to every trip. Operated by Tight Lines Legacy, a veteran-owned company, Cool Breeze welcomes up to 6 guests for an exclusive private experience.

Choose from a variety of adventures, including sandbar trips, sunset cruises, eco tours, dolphin watching, and dock-and-bar hopping. Whether you want to swim in shallow waters, explore the local coastline, spot wildlife, or enjoy a relaxing cruise with friends and family, your captain will help tailor the experience to your interests and the day's conditions.

Onboard amenities include a bathroom, fresh water washdown, Bluetooth stereo, and ice boxes to keep your food and drinks cool. Your captain monitors weather and sea conditions and makes the final decision to ensure a safe and enjoyable trip.

Gather your favorite people and discover the best of Key West from the water aboard Cool Breeze!

Step aboard Cool Breeze, a 31' fiberglass cuddy cabin designed for comfortable private adventures on the waters of Key West. With A/C in the bathroom and front area, you can cool off and relax between stops while enjoying the water.

Your captain, Rod Walline, holds a USCG 50 Ton Master Captain license and brings his knowledge of the local waters to every trip. Operated by Tight Lines Legacy, a veteran-owned company, Cool Breeze welcomes up to 6 guests for an exclusive private experience.

Choose from a variety of adventures, including sandbar trips, sunset cruises, eco tours, dolphin watching, and dock-and-bar hopping. Whether you want to swim in shallow waters, explore the local coastline, spot wildlife, or enjoy a relaxing cruise with friends and family, your captain will help tailor the experience to your interests and the day's conditions.

Onboard amenities include a bathroom, fresh water washdown, Bluetooth stereo, and ice boxes to keep your food and drinks cool. Your captain monitors weather and sea conditions and makes the final decision to ensure a safe and enjoyable trip.

Gather your favorite people and discover the best of Key West from the water aboard Cool Breeze!

Tight Lines Legacy - Cool Breeze
Charter Operator
Tight Lines Legacy - Cool Breeze
ID & credentials verified
responds within an hour

Select date to see availability

Trip availability and prices

Trip date:
Group Size:
November 2026
SuMoTuWeThFrSa
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Group Size
2 adults • 0 children
Change
Almost there...
2 Hour – Private Sunset Cruise
FREE Cancellation 3 days notice
2 hour trip starts at 4:00 PM
US $300
Private tour: up to 6 people
2 Hour – Private Eco Tour
FREE Cancellation 3 days notice
2 hour trip starts at 9:00 AM
US $350
Private tour: up to 6 people
2 Hour – Dock & Bar-Hop Tour
FREE Cancellation 3 days notice
2 hour trip starts at 12:00 PM
US $375
Private tour: up to 6 people
4 Hour – Private Sandbar & Dolphins
FREE Cancellation 3 days notice
4 hour trip starts at 9:00 AM
US $650
Private tour: up to 6 people
Key West Race Combo
FREE Cancellation 3 days notice
6 hour trip starts at 10:00 AM
Seasonal trip
Nov 4 - Nov 8 (Wed, Fri, Sun)
+3
US $1,225
Private tour: up to 6 people
There are 7 people looking at this charter.

Customer reviews

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FAQs about Tight Lines Legacy – Cool Breeze

Tight Lines Legacy – Cool Breeze offers the following trips to customers:
  • US $300 per group - 2 Hour – Private Sunset Cruise (2 hours)
  • US $350 per group - 2 Hour – Private Eco Tour (2 hours)
  • US $375 per group - 2 Hour – Dock & Bar-Hop Tour (2 hours)
  • US $650 per group - 4 Hour – Private Sandbar & Dolphins (4 hours)
  • US $1,225 per group - Key West Race Combo (6 hours)
When you book a trip with Tight Lines Legacy – Cool Breeze, you can expect the following amenities onboard:
  • GPS
  • VHF Radio
  • Chart Plotter
  • Depth Finder
  • Anchor
  • Wheel Steering
  • Life Jackets
  • Air Conditioning
  • Audio System
  • Outside Speakers
  • Ice Box
  • Fishfinder
  • Baitwell
  • Rod Holders
Tight Lines Legacy – Cool Breeze offers the following activities:
  • Boat & Yacht Tours
  • Sunset Dinner Cruises
  • Whale & Dolphin Watching
  • Eco-Tours
  • Sandbar Tours

Your operator

Tight Lines Legacy - Cool Breeze
Tight Lines Legacy - Cool Breeze

Key West, Florida, United States

ID & license verified
Member since October 2026

Tight Lines Legacy – Cool Breeze offers memorable boating experiences in the beautiful waters of Key West, Florida. Operating an AquaSport 290 Express Fisherman, the crew specializes in sandbar trips, sunset cruises, eco tours, dolphin watching, and dock-and-bar hopping, creating fun and relaxing adventures for every guest.

Our Team
Rodney W.

Rodney W.

Captain

Tight Lines Legacy - Cool Breeze
Tight Lines Legacy - Cool Breeze
Fully verified
2026
member since
Tight Lines Legacy – Cool Breeze offers memorable boating experiences in the beautiful waters of Key West, Florida. Operating an AquaSport 290 Express Fisherman, the crew specializes in sandbar trips, sunset cruises, eco tours, dolphin watching, and dock-and-bar hopping, creating fun and relaxing adventures for every guest.
The crew
Rodney W.
Rodney W.
Captain

What the boat is like

Boat category
Cabin cruisers
Boat type
Cuddy cabin
Boat manufacturer
AquaSport
Boat Model
290 Express Fisherman
Year built
1988
Boat length
31 ft
Capacity
6 persons
Engine model
Mercruiser
Max crusing speed
30 knots
Powered by
1 x 350HP
Engine Type
Inboard
Fuel Type
Gas
Number of heads
1 head
Number of toilets
1 toilet
Boat category
Cabin cruisers
Boat type
Cuddy cabin
Boat manufacturer
AquaSport
Boat Model
290 Express Fisherman
Year built
1988
Boat length
31 ft
Capacity
6 persons

Which kind of activities are offered

Boat & Yacht Tours
Sunset & Dinner Cruise
Whale & Dolphin Watching
Eco-Tours
Sandbar Tours

Which amenities are available onboard

GPS
VHF Radio
Chart Plotter
Depth Finder
Anchor
Wheel Steering
Life Jackets
Air Conditioning
Audio System
Outside Speakers
Ice Box
Fishfinder
Baitwell
Rod Holders

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:

 Cash

 Visa

 Mastercard

 American Express

When paying the remaining balance with a credit card, an additional 3% charge will apply.

Compare similar boating charters

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Tight Lines Legacy – Cool Breeze
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4 hour trip • up to 6 persons
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