Romantic Sailing Charters

NEW 1 - 12 People 3 - 8 Hours From $1,300
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin

About Your Trip

Skill Levels

Beginner, Intermediate, Advanced

Weather

You won’t lose your deposit if the trip is canceled due to weather.

Create memories that will last a lifetime aboard a beautiful 42' Lagoon catamaran as you sail the stunning waters of Florida's Treasure Coast. Whether you're planning the ultimate date night, celebrating an anniversary, popping the question, hosting an intimate wedding, or simply enjoying a sunset cruise with loved ones, Captain Erinn specializes in creating unforgettable experiences on the water.

Designed for comfort and relaxation, this spacious sailing catamaran offers plenty of room to spread out...

About Your Trip

Create memories that will last a lifetime aboard a beautiful 42' Lagoon catamaran as you sail the stunning waters of Florida's Treasure Coast. Whether you're planning the ultimate date night, celebrating an anniversary, popping the question, hosting an intimate wedding, or simply enjoying a sunset cruise with loved ones, Captain Erinn specializes in creating unforgettable experiences on the water.

Designed for comfort and relaxation, this spacious sailing catamaran offers plenty of room to spread out
and enjoy the journey. Guests will appreciate four private cabins, four bathrooms with showers, a full kitchen, and multiple deck and lounge areas that make it easy to relax while taking in the views. The catamaran's wide beam provides a smooth, stable sailing platform, making it an excellent choice for both experienced boaters and first-time sailors alike.

There's something magical about being on the water as the sun begins to set. The Treasure Coast is known for its spectacular sunsets, and there's no better place to experience them than from the deck of a sailing catamaran. As the sky fills with vibrant shades of gold, orange, pink, and purple, you'll cruise across calm waters surrounded by fresh ocean air and breathtaking scenery.

These private charters are designed to be personal, relaxed, and completely tailored to your group. Complimentary soft drinks and light snacks are included for groups of up to six guests, and many couples choose to bring champagne, wine, or a charcuterie board to make the evening even more special. If you're planning a proposal, anniversary surprise, birthday celebration, or other special occasion, Captain Erinn is happy to help coordinate the details ahead of time. This experience also includes paddles boards and large floats to lounge in the water for all trips over 4 hours.

A private sailing charter offers a refreshing alternative to crowded restaurants and busy entertainment venues. Instead of rushing through a reservation or competing with noisy surroundings, you'll have the opportunity to slow down, connect, and enjoy quality time together surrounded by open water and incredible views.

For guests celebrating major milestones, Captain Erinn has extensive experience helping create memorable moments. From surprise proposals and engagement celebrations to intimate weddings and elopements, she has coordinated countless special occasions on the water. Her thoughtful planning and attention to detail help ensure everything comes together seamlessly so you can focus on enjoying the experience.

Keep your eyes open throughout the trip, as dolphin sightings and other local wildlife encounters are common along the Treasure Coast. Watching dolphins surface alongside the boat while the sun sets over the horizon often becomes one of the highlights of the entire charter.

Captain Erinn's love for the water began in childhood and eventually grew into a lifelong passion for sailing. Today, she combines that passion with exceptional hospitality, serving as captain, host, and trip coordinator to ensure every guest enjoys a safe and memorable experience. She holds a USCG 100-Ton Master Captain's License, has more than 10 years of sailing experience, and is certified in First Aid and CPR.

Your professionally crewed charter comes equipped with all required safety equipment and is operated with guest comfort and safety as the top priority. Whether you're looking for a romantic evening, a unique celebration, or simply a relaxing way to experience the beauty of Florida's Treasure Coast, this sailing adventure delivers an experience you'll be talking about long after you return to shore.
Amenities

Skill Levels

Beginner, Intermediate, Advanced

Lodging

Lodging is included for an additional fee.

Beer

Feel free to enjoy responsibly, but please no glass.

Music

You can play your own bluetooth music.

Boat Restroom

This boat has a restroom.

Air Conditioning

This boat has air conditioning.

Location

This guide can be flexible with the departure location.

Weather

You won’t lose your deposit if the trip is canceled due to weather.

Kid Friendly

This trip can cater to small children.

Disability Friendly

This trip can accommodate those with disabilities.

Flexible Cancelation

This trip can be canceled up to 3 days before the trip.

Lunch

Lunch / light snacks are included.

Physicality

This trip requires an easy level of physical activity.

Languages

English

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Pricing Matrix

3 hours 4 hours 6 hours 8 hours
1 Person
$1,300.00
$1,700.00
$2,700.00
$3,200.00
2 People
$1,300.00
$1,700.00
$2,700.00
$3,200.00
3 People
$1,300.00
$1,700.00
$2,700.00
$3,200.00
4 People
$1,300.00
$1,700.00
$2,700.00
$3,200.00
5 People
$1,300.00
$1,700.00
$2,700.00
$3,200.00
6 People
$1,300.00
$1,700.00
$2,700.00
$3,200.00
7 People (two boats)
$2,600.00
$3,400.00
$5,400.00
$6,400.00
8 People (two boats)
$2,600.00
$3,400.00
$5,400.00
$6,400.00
9 People (two boats)
$2,600.00
$3,400.00
$5,400.00
$6,400.00
10 People (two boats)
$2,600.00
$3,400.00
$5,400.00
$6,400.00
11 People (two boats)
$2,600.00
$3,400.00
$5,400.00
$6,400.00
12 People (two boats)
$2,600.00
$3,400.00
$5,400.00
$6,400.00
Pay 15% of the price as a deposit today, with the balance due on the day of the trip.

About Your Guide

Profile photo of Captain Experiences guide Erinn

Erinn H.

Independent Guide
Talkative
Laid-back
Instructional
Beginner Oriented
Comfortable
Quality
Captain Erinn has been drawn to the water for as long as she can remember. Nicknamed the family's "little mermaid" as a child, she discovered early on that her true passion wasn't speedboats or racing across the water, but sailing, nature, and the peaceful experience of being carried by the wind.

That passion eventually led her to purchase the sailing company she had loved since 2020, turning a lifelong love of the water into a...

About Your Guide

Profile photo of Captain Experiences guide Erinn

Erinn H.

Independent Guide
Captain Erinn has been drawn to the water for as long as she can remember. Nicknamed the family's "little mermaid" as a child, she discovered early on that her true passion wasn't speedboats or racing across the water, but sailing, nature, and the peaceful experience of being carried by the wind.

That passion eventually led her to purchase the sailing company she had loved since 2020, turning a lifelong love of the water into a career focused on creating memorable
experiences for others. Today, she personally captains charters ranging from romantic sunset sails and proposals to sandbar adventures and private celebrations.

With more than 10 years of sailing experience, a USCG 100-Ton Master Captain's License, and First Aid and CPR certifications, Captain Erinn brings professionalism and confidence to every trip. She's also known for her attention to detail, helping guests customize their experience to make every outing feel special.

Whether you're celebrating a milestone, exploring the Treasure Coast, or simply enjoying a day on the water, Captain Erinn is passionate about sharing the beauty, relaxation, and adventure that first made her fall in love with sailing.
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Rapid Fire Guide Q & A

What’s the biggest fish you’ve caught?
If you were cooking for all your friends what would you cook?

Rapid Fire Guide Q & A

What’s your favorite movie?
Clue
What’s your drink of choice?
Hemp Smoothie
What was your last halloween costume?
Strawberry shortcake
What do you want for Christmas this year?
Experiences
How did you get started guiding?
Fell into it by accident lol
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Start Location & Lodging Options

Your guide can be flexible with your start location.
You can work with your guide after booking to set a more specific start location in the area.
The lodging below offered by Erinn is not included in the cost of your trip. Please let us know in the "notes" section during checkout if you'd like to stay, or see the map below for other hotels and VRBOs in the area.
Lodge photo for Romantic Sailing Charters
1/9

About Your Boat

Boat photo for Romantic Sailing Charters
1/5
Boat Type
Catamaran
Boat Manufacturer
Lagoon
Boat Length
42'
Boat Restroom
Yes

About Your Boat

Boat Type
Catamaran
Boat Manufacturer
Lagoon
Boat Length
42'
Boat Restroom
Yes
Additional Amenities
4 private cabins/bedrooms 4 bathrooms with showers Full kitchen Spacious deck and lounge areas Professionally crewed charter Safety equipment Smooth stable sailing platform Dolphin and wildlife viewing opportunities
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Trip Details & Amenities

Skill Levels

Beginner, Intermediate, Advanced

Lodging

Lodging is included for an additional fee.

Beer

Feel free to enjoy responsibly, but please no glass.

Music

You can play your own bluetooth music.

Boat Restroom

This boat has a restroom.

Air Conditioning

This boat has air conditioning.

Location

This guide can be flexible with the departure location.

Weather

You won't lose your deposit if the trip is canceled due to weather.

Kid Friendly

This trip can cater to small children.

Disability Friendly

This trip can accommodate those with disabilities.

Flexible Cancelation

This trip can be canceled up to 3 days before the trip.

Lunch

Lunch / light snacks are included.

Physicality

This trip requires an easy level of physical activity.

Languages

English

Target Species

Color-coded seasonality below is based on .
  • Get it while it's HOT!
  • This species is in play.
  • You might get lucky (as long as things are in-season).
  • Couldn't tell ya! (no data)

Everything Else to Know

Everything is included, but we also recommend bringing sunglasses, sunscreen, weather-appropriate clothing, and anything else you might want on the trip.
We use a cashless autopay system. We'll send you a boarding pass, and on the day of the trip, your guide will scan your boarding pass to automatically transfer the remaining balance. The only cash needed is to tip your guide (we recommend 20%).
Cancel for free up to 3 days before the trip and receive credit back to your account. Cancelling within 3 of the trip will forfeit your deposit to the guide. Day-of cancellations and no-shows will be charged the full balance of the trip to their card.
In the event of inclement weather you'll be covered by out 100% Weather Guarantee and will not lose your deposit.

Recent Reviews of Captain Experiences

Thomas

Verified Review

Great time, great guide. Can’t wait for the next trip.

Thomas

Verified Review

Great time, great guide. Can’t wait for the next trip.
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David

Verified Review

Great Trip. Would schedule another.

David

Verified Review

Great Trip. Would schedule another.
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Todd

Verified Review

Unbelievable pleasureful experience, best guided trip we have EVER had.

Todd

Verified Review

Unbelievable pleasureful experience, best guided trip we have EVER had.
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Lucinda

Verified Review

It was more than I expected and seamless. I would highly recommend Captain Experiences.

Lucinda

Verified Review

It was more than I expected and seamless. I would highly recommend Captain Experiences.
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Diane

Verified Review

Fantastic trip! We had a wonderful time!

Diane

Verified Review

Fantastic trip! We had a wonderful time!
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First Time Booking with Us?

Captain Experiences is home to thousands of quality, vetted fishing, hunting, and other outdoor sports guides across the US and beyond. Our mission is to Unlock the Outdoors by making it quick and easy to book the trip of a lifetime every time with our Damn Good Guides.
We vet our guides and only partner with the best of the best. Our guides do their very best to keep you safe, show you a great time, and send you home with a memorable experience shared with family and friends.
Once you've paid your deposit at checkout, we'll send you a QR Code boarding pass. Just show your guide your boarding pass on the day of the trip, they'll scan it, the remaining balance will transfer automatically, and you'll be all set to get out there. Just make sure you bring a cash tip for the guide!
In the event of inclement weather, our guides will check the conditions and make the final call on whether its safe to go on the trip. If they decide the trip needs to be postponed, we'll work closely with you to reschedule or provide a credit for the full deposit, which can be applied to any of our trips in the US and beyond.
Each trip's price is determined by the guide and reflects all associated costs. A significant factor in pricing is often the type of boat and the corresponding fuel expenses. Additional costs may include leases, marina or slip fees, and the expenses involved in providing and maintaining the necessary gear for your trip.
After booking your trip, we'll connect you directly with your guide to discuss additional details. In the meantime, our team is here to answer any questions via email, text, or phone.
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