Board at Point of the Islands Marina and glide into a three-hour private sunset cruise along the Gulf and 10,000 Islands. Expect close dolphin encounters, possible manatee sightings, vivid coastal light, and a captain who knows the backchannels by heart.
Board at Point of the Islands Marina and glide into a three-hour private sunset cruise along the Gulf and 10,000 Islands. Expect close dolphin encounters, possible manatee sightings, vivid coastal light, and a captain who knows the backchannels by heart.
The boat slips away from Point of the Islands Marina, engines softening to a whisper as the Gulf of Mexico unfurls into a lacquered horizon. The air cools; gulls wheel and call. Passengers lean on the rail, shoulders loosened by sea-breeze salt and the slow, deliberate pace of a captain who reads tides like a map.
Verified experiences and guided adventures in the surrounding area.
Operated by Runnin' The Flats · Naples, Florida
The boat slips away from Point of the Islands Marina, engines softening to a whisper as the Gulf of Mexico unfurls into a lacquered horizon. The air cools; gulls wheel and call. Passengers lean on the rail, shoulders loosened by sea-breeze salt and the slow, deliberate pace of a captain who reads tides like a map.
This private sunset charter threads the edge of Southwest Florida where the Everglades meet the Gulf — the low-lying 10,000 Islands, mangrove islands, and skinny-water channels carved by centuries of currents. The shoreline here tells a layered story: Calusa people fished these waters long before settlers arrived, and the area's karst limestone shelf shapes the shallow flats that attract sea life today. Port of the Islands and nearby marinas rose as gateways for exploring a coastal ecosystem that is both delicate and outspoken — mangroves clinging to the waterline, oysters filtering tirelessly, and seagrasses waving beneath the surface.
Culturally this cruise is part nature-watching, part local ritual. Captains share practical lore — where dolphins herd mullet at dusk, which channels shelter sleeping manatees, and which sandbars bloom with shorebirds on low tide. The Everglades here is not dramatic elevation or jagged rock; its drama is in light and motion: sky folding into color, currents daring small boats to follow.
For travelers the experience is simple and rich. The three-hour private charter is ideal for small groups celebrating an occasion or anyone seeking an intimate encounter with Gulf wildlife. Expect close sightings of bottlenose dolphins riding bow waves, herons shading the mangroves, and the occasional West Indian manatee surfacing like a slow thought. The captain provides bottled water and basic gear; bring sun protection, a camera, and a light layer as evenings can cool quickly.
Practicalities: meet at Point of the Islands Marina in Naples roughly 30–45 minutes before sunset for boarding and a safety briefing. The tour runs about three hours and follows a flexible route based on tides and wildlife activity; shallow drafts make it possible to cruise through backcountry channels where larger boats can’t go. Boats are cleared for wildlife viewing — no chasing or feeding — and captains will adjust throttle to maintain distance from manatees and nesting birds.
Timing matters: book well in advance for weekend sunsets, and consider weekday departures to avoid crowds. Motion-sick passengers should take precautions; late-afternoon light is best for photography and wildlife behavior. This is a charter for low-key adventure: quiet observation, coastal geology, salt air, and a sky that refuses to be ordinary.
moderate.
3 hours.
Basic mobility is required for boarding and standing on a moving boat; passengers should be able to climb a small ladder.
This tour is private and capacity depends on the booked vessel—confirm max passengers with the operator at booking.
Yes; infants must sit on an adult’s lap and life jackets are provided. Note the operator requests moderate fitness for boarding.
Most itineraries focus on cruising and wildlife viewing; disembarkation on islands depends on tide, location, and conservation rules—ask your captain before planning to go ashore.
Common sightings include bottlenose dolphins, seabirds (pelicans, herons), and occasionally manatees in protected channels—sightings are never guaranteed.
Yes. Tours may be canceled for poor weather; full refunds are available if canceled at least 24 hours in advance or for bad weather per the operator’s policy.
Service animals are permitted; check with the operator for pet policies for non-service animals before booking.
The 10,000 Islands region was once home to the Calusa people; the shallow coastal shelf and estuaries shaped local fishing and settlement patterns long before modern marinas.
Boaters must respect manatee zones and nesting seasons; use reef-safe sunscreen and follow captain instructions to minimize disturbance to wildlife and seagrass beds.
Runnin' The Flats operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




The boat slips away from Point of the Islands Marina, engines softening to a whisper as the Gulf of Mexico unfurls into a lacquered horizon. The air cools; gulls wheel and call. Passengers lean on the rail, shoulders loosened by sea-breeze salt and the slow, deliberate pace of a captain who reads tides like a map.
The boat slips away from Point of the Islands Marina, engines softening to a whisper as the Gulf of Mexico unfurls into a lacquered horizon. The air cools; gulls wheel and call. Passengers lean on the rail, shoulders loosened by sea-breeze salt and the slow, deliberate pace of a captain who reads tides like a map.
This private sunset charter threads the edge of Southwest Florida where the Everglades meet the Gulf — the low-lying 10,000 Islands, mangrove islands, and skinny-water channels carved by centuries of currents. The shoreline here tells a layered story: Calusa people fished these waters long before settlers arrived, and the area's karst limestone shelf shapes the shallow flats that attract sea life today. Port of the Islands and nearby marinas rose as gateways for exploring a coastal ecosystem that is both delicate and outspoken — mangroves clinging to the waterline, oysters filtering tirelessly, and seagrasses waving beneath the surface.
Culturally this cruise is part nature-watching, part local ritual. Captains share practical lore — where dolphins herd mullet at dusk, which channels shelter sleeping manatees, and which sandbars bloom with shorebirds on low tide. The Everglades here is not dramatic elevation or jagged rock; its drama is in light and motion: sky folding into color, currents daring small boats to follow.
For travelers the experience is simple and rich. The three-hour private charter is ideal for small groups celebrating an occasion or anyone seeking an intimate encounter with Gulf wildlife. Expect close sightings of bottlenose dolphins riding bow waves, herons shading the mangroves, and the occasional West Indian manatee surfacing like a slow thought. The captain provides bottled water and basic gear; bring sun protection, a camera, and a light layer as evenings can cool quickly.
Practicalities: meet at Point of the Islands Marina in Naples roughly 30–45 minutes before sunset for boarding and a safety briefing. The tour runs about three hours and follows a flexible route based on tides and wildlife activity; shallow drafts make it possible to cruise through backcountry channels where larger boats can’t go. Boats are cleared for wildlife viewing — no chasing or feeding — and captains will adjust throttle to maintain distance from manatees and nesting birds.
Timing matters: book well in advance for weekend sunsets, and consider weekday departures to avoid crowds. Motion-sick passengers should take precautions; late-afternoon light is best for photography and wildlife behavior. This is a charter for low-key adventure: quiet observation, coastal geology, salt air, and a sky that refuses to be ordinary.