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    1. Local experiences
    2. /Things to do in Pensacola Beach…
    3. /Water Activities
    4. /Sailing
    5. /Pensacola Beach 2-Hour Sunset Sailing Cruise
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    Pensacola Beach 2-Hour Sunset Sailing Cruise

    Sail Pensacola Bay at sunset with hands-on sailing and coastal views

    5.0 stars• 2.1K reviews

    Duration

    2 hrs

    Ideal For

    Up to 6 people

    Includes

    Sunset cruise, water, captain

    Highlights

    Explore Pensacola Bay and Santa Rosa Sound aboard a custom 27-foot sailboat as the day winds down. Wildlife sightings, including dolphins, are possible but not guaranteed.

    • Watch the sunset from the deck of a custom American Mariner sailboat
    • Help hoist the sails and take the helm, or relax in cushioned seating
    • Look for dolphins, shorebirds, stingrays, sea turtles and other coastal wildlife
    • Enjoy onboard shade and a restroom
    • Bring a cooler with special food or drinks

    What's Included

    • Licensed captain and guide
    • Complimentary bottled water
    • Limited sodas, beer and wine for ages 21+

    Important details

    • Arrive at least 15 minutes before departure
    • Children under 18 must be accompanied by a parent or guardian
    • Children ages 6 and under must wear a life jacket onboard
    • The boat is not wheelchair accessible
    • Glass containers are not permitted onboard
    • Trips operate only with captain approval of weather and water conditions
    • Island fee tax and credit card fee apply
    • Gratuities are not included in the listed price

    Cancellation Policy

    Cancel at least 24 hours before departure for a full refund. Cruises cancelled due to weather or conditions at the Captain's discretion will be rescheduled or fully refunded. Late arrivals and no-shows are not refunded.

    Product ID: WPQZQX

    FAQs

    We cruise protected waters where conditions are usually favorable. If you are prone to motion sickness, consider medication before the cruise.

    Guests age 21+ may bring beverages. Please use cans; a bottle of wine is acceptable with plastic cups. Coolers are allowed. Glass containers are not permitted.

    Yes, there is a marine restroom aboard. Do not throw anything into it; use the waste can provided.

    Meeting details

    Sabine Marina, 715 Pensacola Beach Blvd., Pensacola Beach, FL 32561

    Experience provided by Jolly Sailing

    Related locations

    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

    Person

    $120.72

    0

    Private Trip

    $396.29

    Up to 6 guests per boat

    0

    Private Cruise - 2 Passengers

    $317.62

    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
    2.1K reviews•Google Maps
    1,894
    32
    7
    2
    5

    Dolphin sightings are practically guaranteed here, and you'll likely leave having seen plenty up close. The crew consistently gets praised for being knowledgeable and fun, sharing interesting facts about the marine life throughout the tour. Captain Roger and Matt seem to be frequent favorites, along with Mary and Captain Carson, and Paul also gets enthusiastic shoutouts. The boat is comfortable, and as a bonus, you might catch other sights like sea turtles or even the Blue Angels during your cruise. The atmosphere is educational without being dry, and the guides clearly love what they do. One reviewer felt the crew tried a bit too hard with commentary, but the overwhelming majority appreciate the engaging, informative approach. The sunset stop adds a nice touch to the experience. With smooth rides and reasonable pricing, this tour delivers exactly what it promises: a relaxed, enjoyable time on the water with dolphins and a crew that genuinely makes the trip memorable.

    What people are saying

    Review 1 of 5
    5/5

    So amazing! We had such a great trip!! Rachel and Captain Matt were amazing!

    Photo of Maranda Baroody

    Maranda Baroody

    July 8, 2026

    Review 1 of 1
    5/5

    So amazing! We had such a great trip!! Rachel and Captain Matt were amazing!

    Photo of Maranda Baroody

    Maranda Baroody

    July 8, 2026

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