Discover the magic of a beach wedding at Smathers Beach with 5 O'clock Somewhere by Sunset Watersports. Perfect for intimate gatherings, this package offers a stunning seaside backdrop, floral details, and sunset views that promise a memorable celebration in the Florida Keys.
More ways to explore the area's outdoor wonders
Hang tight — photos are loading
This usually takes just a second.
Difficulty
easy
Duration
1–2 hours
Fitness Level
Suitable for all fitness levels; casual walking and standing required
Wildlife
History
Smathers Beach has been a favorite local gathering spot since the early 20th century, evolving into a prime destination for beach weddings in Key West.
Conservation
The area benefits from local conservation efforts aimed at preserving marine life and protecting the coastal habitat from overdevelopment.
Sunset Watersports
Discover the magic of a beach wedding at Smathers Beach with 5 O'clock Somewhere by Sunset Watersports. Perfect for intimate gatherings, this package offers a stunning seaside backdrop, floral details, and sunset views that promise a memorable celebration in the Florida Keys.
Sunset Watersports is a Key West watersports and boat rental company based at a full-service marina. The company operates the island's largest fleet of rental boats, offering pontoons, deck boats, and fishing crafts for full-day rentals and custom charters. Licensed captains are available for private half-day and full-day charters for up to six people, and experienced staff provide local guidance and safety briefings.
Sunset Watersports runs a diverse lineup of experiences: full day boat rentals, a Lily Pad Add On for an eight-hour floating mat adventure, a JetSki tour that covers 28 miles and visits landmarks like the Southernmost Point and Boca Chica Sandbar, and a Two Reef Snorkel Tour with Sunset Cruise — a three-hour snorkel aboard the catamaran The Miss Valyn with unlimited drinks after snorkeling. The Sunset Sip & Sail departs aboard The Sandie Cat featuring live music, appetizers, and unlimited drinks.
Land-based options include 4- and 6-person concierge golf cart rentals with safety features such as seat belts and LED headlights; the 6-person option includes gas. The Key West Kayak Tour combines mangrove paddling, wildlife viewing, a sandbar stop, lunch, and unlimited drinks.
All offerings emphasize safety, local knowledge, and memorable island experiences. Guests can customize trips to include snorkeling, fishing, dolphin watching, or leisurely cruising, making Sunset Watersports a practical choice for families, couples, and groups seeking trusted Key West adventures. Booking is available online and at the marina with flexible scheduling, clear pricing, and equipment maintained to industry safety standards by trained technicians daily.
Largest Fleet
Island's largest
Pontoons, deck boats, fishing crafts
Tours Offered
11 Experiences
Sea, land, and sunset adventures
Private Charters
Up to 6 Guests
Licensed captains available
Named Vessels
Miss Valyn & Sandie Cat
Dedicated boats for specific tours
Reserve boats, tours, or golf carts online or at the marina — licensed captains and flexible options available.
Arrive early for perfect lighting
Getting to the beach an hour before sunset ensures the best light for photos and setup.
Check weather forecasts
Clear skies and calm winds make for smoother ceremonies—monitor weather updates to plan accordingly.
Bring plenty of water and shade
Stay hydrated and have sun protection, especially during midday preparations and photos.
Secure your belongings
Be mindful of tide and wind, and keep personal items close during the ceremony.
Sunhat and sunglasses
Protect yourself from sun exposure and stay comfortable during setup and photos.
summer
Wedding attire and accessories
Dress appropriately for a beach wedding with lightweight, breathable fabrics.
spring;summer
Camera or smartphone for photos
Capture your special moments with quality photos.
Reusable water bottle
Stay hydrated throughout the ceremony and celebration.