Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    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
    Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    1. Local experiences
    2. /All experiences
    3. /Captiva Florida

    Best results for Captiva Florida

    Showing 25-48 of 427 results
    Cabbage Key Lunch & Shelling Charter
    Fishing Charters

    Cabbage Key Lunch & Shelling Charter

    Sail to a quiet island for boating, fishing, and beach shelling

    Sail to a quiet island for boating, fishing, and beach shelling
    5.0 • 63 reviews
    $2,025
    4-Hour Fort Myers Reef Snorkeling Tour
    Snorkeling

    4-Hour Fort Myers Reef Snorkeling Tour

    Snorkel CJ Reef and unwind on a water-access-only island beach

    Snorkel CJ Reef and unwind on a water-access-only island beach
    5.0 • 63 reviews
    $236/ person
    Fort Myers Beach Sunset Cruise
    Boat Tours

    Fort Myers Beach Sunset Cruise

    Sail around local islands beneath a southwest Florida sunset

    Sail around local islands beneath a southwest Florida sunset
    5.0 • 63 reviews
    $304/ person
    8-Hour Guided Fishing Charter in Fort Myers
    Fishing Charters

    8-Hour Guided Fishing Charter in Fort Myers

    Target offshore waters for snapper, grouper, redfish and more

    Target offshore waters for snapper, grouper, redfish and more
    5.0 • 63 reviews
    $2,129
    Beach Day Tour in Fort Myers for 6 Hours
    Beach Tours

    Beach Day Tour in Fort Myers for 6 Hours

    Private beach time in Southwest Florida with Capt. J.

    Private beach time in Southwest Florida with Capt. J.
    5.0 • 63 reviews
    $2,025
    Night Cruise in Fort Myers
    Boat Tours

    Night Cruise in Fort Myers

    Choose the music and cruise after dark under colorful boat lighting

    Choose the music and cruise after dark under colorful boat lighting
    5.0 • 63 reviews
    $169/ person
    Tandem Kayak Multi-Day Rental in Matlacha
    Boat Rentals

    Tandem Kayak Multi-Day Rental in Matlacha

    Rent a tandem kayak for multiple days with free delivery in Cape Coral, Matlacha, and Pine Island

    Rent a tandem kayak for multiple days with free delivery in Cape Coral, Matlacha, and Pine Island
    4.9 • 559 reviews
    $203/ kayak
    Single Kayak Multi-Day Rental in Matlacha
    Kayaking Tours

    Single Kayak Multi-Day Rental in Matlacha

    Rent a single kayak for 2+ days with free delivery in Cape Coral, Matlacha, and Pine Island

    Rent a single kayak for 2+ days with free delivery in Cape Coral, Matlacha, and Pine Island
    4.9 • 559 reviews
    $141/ kayak
    Multi-Day Fishing Kayak Rental in Matlacha
    Boat Rentals

    Multi-Day Fishing Kayak Rental in Matlacha

    Multi-day fishing kayak rentals with free delivery and pickup

    Multi-day fishing kayak rentals with free delivery and pickup
    4.9 • 559 reviews
    $174/ kayak
    Multi-Day Paddleboard Rental in Matlacha
    Stand Up Paddle Boarding

    Multi-Day Paddleboard Rental in Matlacha

    Multi-day paddle board rental with free delivery to Cape Coral, Matlacha, and Pine Island

    Multi-day paddle board rental with free delivery to Cape Coral, Matlacha, and Pine Island
    4.9 • 559 reviews
    $174/ paddleboard
    Kayak & Paddle Board Rental in Cape Coral
    Stand Up Paddle Boarding

    Kayak & Paddle Board Rental in Cape Coral

    Rent a kayak or paddle board at Tarpon Point Marina and explore mangrove trails

    Rent a kayak or paddle board at Tarpon Point Marina and explore mangrove trails
    4.9 • 559 reviews
    $44/ kayak
    Kayak & Paddleboard Rental in Matlacha
    Paddleboarding

    Kayak & Paddleboard Rental in Matlacha

    Paddle from Sirenia Vista Park through calm mangroves and shallow waters

    Paddle from Sirenia Vista Park through calm mangroves and shallow waters
    4.9 • 559 reviews
    $44/ kayak
    24' Deck Boat Rental in Cape Coral
    Boat RentalsUp to 13

    24' Deck Boat Rental in Cape Coral

    Powerful 300 HP deck boat with GPS and seating for up to 13, available for 1–31 day rentals

    Powerful 300 HP deck boat with GPS and seating for up to 13, available for 1–31 day rentals
    5.0 • 19 reviews
    $633& up
    Cape Coral 24' Deck Boat Rental
    Boat RentalsUp to 10

    Cape Coral 24' Deck Boat Rental

    250 HP deck boat with GPS navigation, lounge seating and easy water access

    250 HP deck boat with GPS navigation, lounge seating and easy water access
    5.0 • 19 reviews
    $618/ boat
    Cape Coral 23' Deck Boat Rental
    Boat RentalsUp to 12

    Cape Coral 23' Deck Boat Rental

    Cruise Southwest Florida with 250 HP, sun shade, and swim access

    Cruise Southwest Florida with 250 HP, sun shade, and swim access
    5.0 • 19 reviews
    $561/ boat
    Cape Coral 24' Boat Rental
    Boat RentalsUp to 10

    Cape Coral 24' Boat Rental

    Explore Cape Coral waters aboard a 300-hp Sea Pro with onboard navigation

    Explore Cape Coral waters aboard a 300-hp Sea Pro with onboard navigation
    5.0 • 19 reviews
    $674/ boat
    29' Deck Boat Rental in Cape Coral
    Boat RentalsUp to 13

    29' Deck Boat Rental in Cape Coral

    Cruise Southwest Florida waters on a 350-hp deck boat with room to relax

    Cruise Southwest Florida waters on a 350-hp deck boat with room to relax
    5.0 • 19 reviews
    $899/ boat
    24' Deck Boat Rental in Cape Coral
    Boat RentalsUp to 10

    24' Deck Boat Rental in Cape Coral

    250 PS deck boat with GPS, shallow draft and roomy lounge seating

    250 PS deck boat with GPS, shallow draft and roomy lounge seating
    5.0 • 19 reviews
    $618/ boat
    Cape Coral 23' Boat Rental
    Boat RentalsUp to 10

    Cape Coral 23' Boat Rental

    Explore Cape Coral waters with a 200 HP boat and onboard navigation

    Explore Cape Coral waters with a 200 HP boat and onboard navigation
    5.0 • 19 reviews
    $505/ boat
    Cape Coral 26' Deck Boat Rental
    Boat RentalsUp to 13

    Cape Coral 26' Deck Boat Rental

    Cruise Cape Coral waters with Yamaha power, GPS navigation, and spacious lounge seating

    Cruise Cape Coral waters with Yamaha power, GPS navigation, and spacious lounge seating
    5.0 • 19 reviews
    $1,461/ boat
    Cape Coral 22' Bayliner Boat Rental
    Boat RentalsUp to 8

    Cape Coral 22' Bayliner Boat Rental

    Cruise Cape Coral waters with 150-hp power, navigation, and swim platforms

    Cruise Cape Coral waters with 150-hp power, navigation, and swim platforms
    5.0 • 94 reviews
    $561/ boat
    Cape Coral 27' Boat Rental
    Boat RentalsUp to 12

    Cape Coral 27' Boat Rental

    Cruise Cape Coral waterways in a 350 hp boat built for beach stops

    Cruise Cape Coral waterways in a 350 hp boat built for beach stops
    5.0 • 94 reviews
    $1,124/ boat
    Cape Coral 24' Boat Rental
    Boat RentalsUp to 8

    Cape Coral 24' Boat Rental

    Cruise with 250 HP power, onboard navigation, shade, and swim-ready amenities

    Cruise with 250 HP power, onboard navigation, shade, and swim-ready amenities
    5.0 • 94 reviews
    $674/ boat
    24' Tritoon Rental in Cape Coral
    Boat RentalsUp to 11

    24' Tritoon Rental in Cape Coral

    Cruise Cape Coral waters with a 150HP tritoon designed for comfort and easy handling

    Cruise Cape Coral waters with a 150HP tritoon designed for comfort and easy handling
    5.0 • 94 reviews
    $561/ boat
    12345…18