Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    1. Local experiences
    2. /Things to do in Cocoa Beach…
    3. /Water Activities
    4. /Sailing
    5. /Cocoa Beach Island Adventure Sailing Charter
    Why travelers choose Greetwell

    Curated by our team

    Every experience is hand selected and approved by Greetwell.

    Personal concierge

    Real humans available to help before, during, and after your booking.

    Intimate & authentic

    Including unique in-home experiences you won't find anywhere else.

    Easy booking & cancellation

    Reserve in minutes with free cancellation on most experiences.

    Greetwell

    Experiences that stay with you long after the trip

    Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

    About

    • Our Story
    • For Experience Providers
    • For Hospitality Partners
    • For Developers

    Resources

    • Travel Guides
    • Experience Gift Cards
    • Help Center
    [email protected]1-877-GREET-WELL

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Product image 1
    Product image 2
    Product image 3
    Product image 4
    Product image 5
    Product image 6
    Product image 7
    Product image 8
    Product image 9
    Product image 10
    Gallery image
    Gallery image 1
    Gallery image 2
    Gallery image 3
    Gallery image 5

    Cocoa Beach Island Adventure Sailing Charter

    Private catamaran sailing with island stops, paddling, and wildlife viewing

    5.0 stars• 3.9K reviews

    Duration

    4 hrs

    Ideal For

    Up to 6 people

    Includes

    SUPs, kayaks, complimentary drinks

    Highlights

    Sail the Indian River Lagoon on a private catamaran charter, with time to explore islands, paddle, and swim when conditions allow. Your captain can tailor the route to the area reachable during your charter.

    • Search for dolphins and local wildlife along scenic waterways
    • Explore remote islands, shallow sandbars, and anchorages as conditions allow
    • Swim at a shallow island area when weather and water conditions permit
    • Relax aboard a private catamaran reserved for your group

    Itinerary

    1. Depart Cape Crossing Resort & Marina
    2. Cruise scenic waterways while searching for dolphins and wildlife
    3. Enjoy relaxing sailing and waterfront views
    4. Stop at a shallow island area for swimming and relaxing (conditions permitting)
    5. Return to marina after your private adventure

    What's Included

    • Stand-up paddleboards
    • Kayaks
    • Complimentary drinks

    Important details

    • Arrive 15–30 minutes before departure; late arrivals do not delay the boat
    • Complete waivers before arrival for everyone in your group
    • Children under 18 must be accompanied and supervised by an adult
    • Swim at your own risk
    • Bring sunscreen and clothing suited to current conditions
    • This experience is not wheelchair accessible
    • Leave illegal drugs behind; illegal drugs are not allowed on board
    • Bring food and drinks if you like; liquor and hard alcohol are not allowed
    • For groups exceeding 6, a bareboat charter applies and a $150 captain and fuel fee, excluding gratuity, is not included in the listed price and is due before departure

    Cancellation Policy

    Cancel at least 5 days (120 hours) before departure for a refund. Within 5 days, cancellations are non-refundable. Same-day cancellations, changes, and rescheduling are non-refundable. If the operator cancels due to unsafe weather or operational reasons, you may reschedule or receive a refund.

    Product ID: RVCZW8

    FAQs

    Bring the credit card used for your booking and matching valid photo ID. The name on the card must match the booking contact name.

    Wear casual clothes and no high heels. Bring sunscreen and a camera, and bring a jacket if temperatures are below 70°F.

    Meeting details

    Cape Crossing Marina, 290 Marine Harbor Dr., Boat Slip B25

    Experience provided by Cocoa Beach Catamaran

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text 1-877-GREET-WELL

    Report an issue

    Private Charter

    $677.99

    Up to 32 Passengers! All Ages!

    0

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    5.0
    Excellent
    3.9K reviews•Google Maps
    89
    20
    7
    0
    9

    With a perfect track record across thousands of reviews, this catamaran operation delivers consistently memorable experiences on the water. Guests rave about the captains and crew, particularly Captain Andrew, Captain Kris, and first mate Speedy, who bring the perfect mix of knowledge, humor, and hospitality to every sail. The typical journey includes peaceful sailing followed by a leisurely motor through the mangroves, with frequent dolphin sightings and beautiful sunset views that leave a lasting impression. The vibe is relaxed and fun, with crews that excel at making the experience feel personal while sharing interesting details about the local wildlife and lagoon ecosystem. You're welcome to bring your own snacks and drinks (just no glass containers), though nothing is provided on board. Several reviewers mention returning for another trip, which speaks volumes about the quality of the experience and how well the team connects with guests.

    What people are saying

    Review 1 of 5
    5/5

    Captain Brian was awesome and our sail was incredible! We saw so many dolphins and had the best time. The sunset was showing off too. Just majestic. We highly recommend this cruise!

    Photo of Dan Sullivan Songs

    Dan Sullivan Songs

    September 1, 2026

    Review 1 of 1
    5/5

    Captain Brian was awesome and our sail was incredible! We saw so many dolphins and had the best time. The sunset was showing off too. Just majestic. We highly recommend this cruise!

    Photo of Dan Sullivan Songs

    Dan Sullivan Songs

    September 1, 2026

    Nearby activities

    Cocoa Beach Sunset Catamaran Cruise
    Sailing

    Cocoa Beach Sunset Catamaran Cruise

    Sail into sunset views with possible dolphin sightings

    5.0 • 3.9K reviews
    $56/ person
    Sunset Mangrove Tunnel Kayak Tour in Cocoa Beach
    Kayaking Tours

    Sunset Mangrove Tunnel Kayak Tour in Cocoa Beach

    Paddle mangrove tunnels at sunset on a guided Cocoa Beach kayak tour

    5.0 • 2K reviews
    $80/ kayak
    2-Hour Sunset Catamaran Sail in Cocoa Beach
    Sailing

    2-Hour Sunset Catamaran Sail in Cocoa Beach

    Sail a Cocoa Beach sunset cruise with chances to spot dolphins and manatees

    5.0 • 3.9K reviews
    $56/ person
    Paddle a 90-Minute Bioluminescent Kayak Tour in Cocoa Beach
    Kayaking Tours

    Paddle a 90-Minute Bioluminescent Kayak Tour in Cocoa Beach

    Kayak through Cocoa Beach bioluminescence on a 90-minute guided paddle

    $73/ person
    Thousand Islands Mangrove Tunnel Kayak Tour in Cocoa Beach
    Kayaking Tours

    Thousand Islands Mangrove Tunnel Kayak Tour in Cocoa Beach

    Paddle through Cocoa Beach mangrove tunnels and look for manatees and dolphins

    5.0 • 2K reviews
    $80/ kayak
    Melbourne 2-Hour Dolphin Sightseeing Cruise
    Dolphin Watching

    Melbourne 2-Hour Dolphin Sightseeing Cruise

    Search for dolphins and other lagoon wildlife on a family-friendly boat ride

    5.0 • 1.3K reviews
    $51/ person