39’ MONTEREY 385

Luxury. Power. Unforgettable Moments.

If you’re looking for just another boat rental, this isn’t it. The Monterey 385 is for those who want a next-level experience—think first-class comfort meets high-performance yacht, with an expert captain to take you wherever the day calls. 

Experience one of the most luxurious day boats in the the market

Lounge like a celebrity as you sink into plush seating with plenty of space to stretch out and soak in the stunning views. Set the mood with premium Bluetooth speakers, playing your favorite soundtrack as you cruise the crystal-clear waters. Feel like a local as we take you to hidden beaches, secluded sandbars, and the best island-hopping spots along Sarasota’s coast. Whether you’re chasing a breathtaking sunset, celebrating a special occasion, or simply escaping reality for the day, the Monterey 385 is your private oasis on the water.

The only thing missing? You.

Embark on Luxury with “MONTEREY 385

Don’t wait—luxury days on the water book fast! Fill out the form below to check availability and start planning your unforgettable Monterey 385 experience.

Features

We offer an unparalleled day-boating experience over and beyond other charters. It’s both breathtaking and enjoyable on any of our private yacht charters.

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Booking Options

Full Day Charter


Treat yourselves to an unforgettable 8 hour charter and we’ll prepare a perfect float plan. Indulge in the best of both worlds with scenic stops at waterside restaurants. tiki bars and anchorage’s like Egmont Key, Passage Key, Shell Key, Ft. Desoto, Pass-A-Grille and Tiera Verde.


Last minute deals from

$2,399

Half Day Charter


Escape for a 4 hour half day and prepare for an unforgettable experience of sightseeing and relaxation. Spend four hours relaxing in the charm of our boat, both anchored and underway. Trust us, choosing this option will be a decision you won’t regret.


Last minute deals from

$1,199

This experience can be designed as a day charter or sunset charter.

Sunset Cruises


This is the ultimate show – the world-famous Shell Island / Tiera Verde Sunset. Join us for an unforgettable sightseeing adventure. Immerse yourself in the beauty of the surroundings and enjoy a front-row seat to the breathtaking sunset.


Last minute deals from

$1,050

Depending on availability, we can customize this experience to be included in a 3, 4 hour, 6 hour or full day charter as well.

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  • What to Bring on "MONTEREY 385"

    1. Alcohol is fine, so bring cocktails if you wish.  No glass beer bottles, but wine and champagne bottles are ok.  Please NO LIQUOR WITHOUT MIXERS (NO SHOTS). No Red Wine.

    2. Bathing Suits, Sunglasses, Hats and Light Jackets in the winter months.

    3. Lotion Sunblock Only - NO SPRAY SUNSCREEN ALLOWED!  Please, NO Glitter, Tanning Dyes, or Oil Sunscreens - they will stain.  Just plain old regular sunscreen, please and thank you!

    Food Choices:

    You may bring food on the boat, but please do not bring foods or drinks that can stain the floor and seats.  Sandwiches, charcuterie boards and fruit & veggie trays are examples of food that work great on this boat - Please no Red Wine!  Thank you for your consideration!

    If you would like to take the boat to a waterfront restaurant, this is an option, but it will take over an hour off your boat time.  Our Half & Full Day Charters do include this option, or please call if you are looking for something specific and we can arrange a customized cruise.

  • "MONTEREY 385" Amenities:

    1. Ice & Cooler Space (Please do not bring large coolers as they take up space on the boat – Small coolers are fine.)

    2. Water and Soda

    3. Light, Bagged Snacks

    4. Large Bathroom

    5. Charging Outlets for Phones

    6. Towels - if you don’t bring your own

    7. Sunscreen - if you don’t bring your own

    8. Disposable plates and silverware

    9. Aluminum cups with Lids

    10. Wifi Connectivity

    11. Live Streaming TV with NFL package

    12. Games - cards, dice, Left Right Center, Uno, Cards against humanity and other crowd pleasers!

    13. Six Large noodle floats

    14. 10' x 7' BOTE Hangout

    15. 11'6" Paddleboards

  • "Monterey 385" is docked at the MarineMax Marina in St. Petersburg.

  • Your charter will be captained by a fully vetted USCG Captain.  We will provide a recommendation for a captain that aligns well with your charter goals.  A list of approved captains is available for you to choose from.

  • Feel Secure With Our Refund Policy:

    If you book a charter and we must cancel due to inclement weather, we will try to reschedule your charter to another time-slot. If we are not able to reschedule, then a refund of your deposit will be issued. Cancellation examples include high winds (over 20mph), colder temps (below 55 degrees) and high rain chances (over 80%).

     

    If you need to cancel your boat charter due to any reason, we need at least a 72 hour notice in order to receive a deposit refund.  If your notice is less than 72 hours, the deposit refund will be forfeited.

     

    If you cancel your charter within 24 hours of pickup, or if a no call-no show scenario happens, we will charge your credit card on file the total price of the boat charter. There are no exceptions!

     

    **Please Note: A credit card transaction fee will be taken out of the  deposit, if you cancel your charter. We appreciate your understanding.

Reserve online with a 20% refundable deposit.

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Adventure and Luxury Await

Great rates and last minute discounts all available online. Easy online booking!