Experience the thrill of spearfishing in the crystal-clear waters of Key West with expert guides. Perfect for all skill levels, this private boat tour offers an unforgettable ocean adventure.
More ways to explore the area's outdoor wonders
Hang tight — photos are loading
This usually takes just a second.
Difficulty
moderate
Duration
4–5 hours
Fitness Level
Participants should be in good physical condition with the ability to swim confidently and hold their breath underwater.
Wildlife
History
Key West has a rich history as a fishing and maritime hub dating back centuries, influencing local culture and cuisine.
Conservation
Efforts in the Florida Keys focus on protecting coral reefs and maintaining sustainable fishing to preserve marine biodiversity.
Dilligaff Charters
Experience the thrill of spearfishing in the crystal-clear waters of Key West with expert guides. Perfect for all skill levels, this private boat tour offers an unforgettable ocean adventure.
Dilligaff Charters operates out of Key West, Florida, providing private boat experiences that showcase the marine beauty of the Florida Keys. The operation specializes in four main trips: the Sandbar Excursion, a customizable 4–6 hour outing combining snorkeling among vibrant marine life or backcountry eco-tours; the three-hour private Sunset Cruise for romantic evenings, proposals, and special celebrations; spearfishing trips guided for both seasoned and beginner participants; and lobster diving in the shallow, crystal-clear waters surrounding Key West.
Trips are designed for couples, families, and small groups with flexible departure times and options to tailor activities to guest preferences. Expert guides prioritize guest safety and a positive on-water experience, offering local knowledge of fishing grounds, sandbars, and snorkeling spots. Equipment options are available depending on the chosen trip, and guides provide instruction for beginners on spearfishing and lobster diving techniques. Dilligaff Charters emphasizes clear expectations at booking, including trip durations, locations, and activity details, so guests can plan around weather and tides. The private nature of the charters supports intimate celebrations and focused adventure days. Guests should bring appropriate attire, sunscreen, and any necessary identification or permits as advised at booking. Dilligaff Charters works within Key West regulations and marine area guidelines to ensure responsible use of natural resources. For travelers seeking a customizable, on-the-water Key West experience—whether snorkeling, watching a sunset from a private boat, pursuing spearfishing, or lobster diving—Dilligaff Charters provides specialized trips and local expertise. Advance reservations are recommended during peak seasons to secure preferred dates and times.
Location
Key West, FL
Based in Key West, Florida
Trip Durations
3–6 hours
Private charters and half-day trips
Group Size
Couples & small groups
Ideal for families and small groups
Trips Offered
Snorkel, Spearfish, Dive, Sunset
Four main customizable experiences
Reserve a Sandbar Excursion, Sunset Cruise, Spearfishing Trip, or Lobster Diving adventure through The Adventure Collective listing.
Bring a wetsuit
Water temperatures can vary, so wearing a wetsuit helps maintain comfort and protection underwater.
Stay hydrated
The sun and saltwater can quickly dehydrate you, so bring plenty of water and drink regularly.
Practice breath-control techniques
Improving your breath hold will enhance your underwater time and overall spearfishing success.
Follow local fishing regulations
Know the catch limits and protected species in Florida Keys to ensure sustainable fishing practices.
Wetsuit
Provides warmth and protection in cooler water conditions encountered in spring and winter.
spring
Spearfishing mask and snorkel
Essential for visibility and breath control when hunting fish below the surface.
Dive fins
Improves swimming efficiency and maneuverability while diving.
Reef-safe sunscreen
Protects your skin from UV rays without harming marine ecosystems.
summer