Booking4Fun is a Key West-based tours and activities platform run by locals. We handpick every tour, charter, and rental. Call us at 305-831-7444.

Why book with Booking4Fun instead of directly with the operator?

We've already done the vetting. Top-rated tours in one place, backed by local expertise and real support. Call 305-831-7444.

What happens if there is bad weather?

If weather makes a tour unsafe, the operator cancels and you get a full refund or reschedule. We offer 24/7 reschedule support at 305-831-7444.

Will I see dolphins on a Key West dolphin watching tour?

Our partner Dolphin Safari Charters has a 95% dolphin sighting rate and over 1,900 five-star reviews, operating since 2005 out of Stock Island, Key West.

Is there a promo code for Booking4Fun?

Yes! Use promo code ISLAND50 at checkout to get $50 off private and half-day charters.

How do I contact Booking4Fun?

Call or text 305-831-7444. We're a real local Key West team — no bots, real answers.

What is a private boat charter in Key West?

A private boat charter means you book the entire boat exclusively for your group — no strangers, no shared tours. You get a dedicated professional captain and a fully customizable itinerary: dolphin watching, snorkeling, sandbar, sunset, fishing, or any combination. Charters depart from Perry Hotel Marina, 7001 Shrimp Rd, Stock Island, Key West.

How much does a private charter cost in Key West?

Private charters start from $649 per boat — not per person. Sandbar Charter from $649, Vitamin Sea Private Charter from $699, Vitamin Sea Half-Day from $849, 37ft Axopar XC from $799, Custom Full-Day from $950. Use promo code ISLAND50 to save $50 on Vitamin Sea charters.

How many people can go on a private charter?

Most private charters accommodate up to 6 guests. For larger groups, the 37ft Axopar XC accommodates up to 13 guests and includes a private bathroom, air conditioning, snorkeling gear, and fishing gear.

Are dogs allowed on private charters?

Yes! Private charters through Booking4Fun welcome up to 3 dogs of any size. This is one of the biggest advantages of a private charter over a shared tour.

Can I customize the itinerary on a private charter?

Absolutely. On a private charter your captain tailors the trip entirely to your group's wishes — dolphin watching, sandbar, snorkeling, sunset, or any combination. You decide, your captain makes it happen.

Do I need boating experience to book a private charter?

No experience needed. A licensed professional captain handles all navigation and boat operation. Private charters are suitable for all ages including young children and seniors.

Is there a promo code for private charters in Key West?

Yes! Use promo code ISLAND50 at checkout to save $50 on the Vitamin Sea Private Charter (from $699) and the Vitamin Sea Half-Day Charter (from $849). Enter the code in the FareHarbor booking form at checkout on Booking4Fun.com.

Where do private charters depart from in Key West?

Vitamin Sea and Sandbar private charters depart from Perry Hotel Marina, 7001 Shrimp Rd, Stock Island, Key West, FL 33040. The 37ft Axopar XC departs from Sunset Watersports Marina, 5001 5th Ave, Key West. Departure location is confirmed in your booking email.

What is the best private charter for a couple in Key West?

The Vitamin Sea Private Charter (3.5 hours, from $699) and the Sandbar Private Charter (from $649) are both ideal for couples — the entire boat to yourselves, crystal-clear Florida Keys water, and a completely personalized experience. The Half-Day Vitamin Sea (4.5 hours) is best for couples who want more time on the water.

How do I book a private charter in Key West?

Book instantly online at Booking4Fun.com/private-charter. Select your charter, pick a date, and confirm in seconds via FareHarbor. You'll receive an immediate email confirmation. Questions? Call (305) 831-7444 or email info@booking4fun.com.

Booking4Fun is a Key West–based tour and activity booking platform run by local residents, located at 422 Fleming Street, Office 14, Key West, FL 33040. The team personally vets every tour, charter, and rental listed on the platform. Call 305-831-7444 to speak with a real person.

Are you the same as the tour operators?

No. We're a booking platform and concierge service that works with trusted local operators. You book with us, and we make sure everything runs smoothly. Think of us as your local insider who's already done the vetting for you.

How do you choose your partner operators?

Every partner is vetted based on safety record, guest reviews, and consistency. We personally know most of the operators we work with. Only the best make it onto Booking4Fun — and we remove anyone who doesn't maintain our standards.

Why book with Booking4Fun instead of directly?

Because we've already done the homework. Instead of comparing dozens of sites and reading hundreds of reviews, you'll find the top-rated tours all in one place — backed by our local knowledge and real support when things come up.

How is Booking4Fun different from Viator or Expedia?

Unlike global booking platforms, Booking4Fun is operated entirely by Key West locals who personally vet every operator for safety, reviews, and consistency. The platform offers transparent pricing, promo codes like GET100 for $100 off private charters, and a real local team that answers the phone — not a call center.

Do you charge extra fees?

No hidden fees. What you see is what you pay. On select tours we offer $0 booking fees. We're transparent about pricing because that's the only way to do business.

What's the best time of year to visit Key West?

November through April is peak season — dry, warm, and ideal for water activities. Summer is hot and humid with afternoon thunderstorms, but the water is warmest and crowds are smaller. Hurricane season runs June through November but most storms pass without disrupting daily tours.

What are the best Key West activities?

Key West's top activities include dolphin watching tours, reef snorkeling, sunset sails, jet ski tours, parasailing, and fishing charters, plus rentals like golf carts and private boat charters. Booking4Fun handpicks the best operator in each category, verified by a local team that lives in Key West year-round. On land: Duval Street, Mallory Square sunset, the Hemingway House, and Fort Zachary Taylor beach. Book water activities first — they're weather-dependent and fill up fast.

Where can I book a dolphin tour in Key West?

Booking4Fun offers Key West dolphin tour booking starting at $69.95 through partner Dolphin Safari Charters, which has operated since 2005 with a 95% dolphin sighting rate and over 1,900 five-star reviews.

Where can I find a private boat charter in Key West?

Booking4Fun lists private boat charters in Key West starting at $695, with captains who tailor the itinerary to dolphin watching, snorkeling, sandbar lounging, or a sunset sail based on what the group wants.

What Key West jet ski tours are available?

Guided Key West jet ski tours through Booking4Fun start at $179 and run past mangroves and historic landmarks, with all safety gear provided and both solo and tandem riding options.

What snorkeling tours are available in Key West?

Snorkeling tours Key West guests can book through Booking4Fun start at $45.95, led by local captains visiting coral reefs alive with tropical fish, with full gear included for beginners and experienced snorkelers alike.

Is a Key West sunset sail worth booking?

Yes — a Key West sunset sail is one of the most popular bookings on Booking4Fun, starting at $69.95 aboard spacious sailboats and catamarans with music and complimentary drinks included. Booking 3 to 5 days ahead is recommended in peak season.

Where can I get a boat rental in Key West?

Boat rental in Key West through Booking4Fun starts at $350 for a half-day, with options ranging from pontoons to center console boats, giving guests the freedom to reach sandbars and snorkel spots on their own schedule.

How far in advance should I book?

For peak season (December–April), book at least 1–2 weeks ahead. Sunset sails, dolphin watching, and private charters sell out quickly. In the off-season you can usually book 1–3 days ahead. Same-day bookings are sometimes available — call us and we'll check.

Can you help me plan my full Key West itinerary?

Absolutely. Call or text us at 305-831-7444 and we'll help you build a day-by-day plan based on your group, dates, and budget. It's completely free — we just want you to have a great trip.

How do I know my booking is confirmed?

You'll receive a confirmation email immediately after booking. If you don't see it within a few minutes, check your spam folder. You can also call us at 305-831-7444 and we'll confirm your booking directly.

Sometimes yes. Availability varies by operator and season. Call us at 305-831-7444 and we'll check what's open today. We can often get you on a tour with short notice.

What payment methods do you accept?

We accept all major credit cards through our secure booking system. Some operators also accept cash on the day of the tour. Your payment details are encrypted and secure.

Is there a discount code for Key West activities?

Yes! Use promo code GET100 at checkout to get $100 off private and half-day charters. No hidden fees added at the dock. Check the homepage for current seasonal promotions.

What happens if there's bad weather?

Safety comes first. If weather makes a tour unsafe, the operator will cancel and you'll receive a full refund or reschedule. Afternoon thunderstorms are common in summer but usually brief — morning tours are rarely affected.

Can I reschedule my booking?

Yes. We offer 24/7 reschedule support. Call or text 305-831-7444 and we'll work with the operator to find a new time that works for you.

What is your cancellation policy?

Cancellation policies vary by tour. Most allow free cancellation 24–48 hours before the tour. Full details are shown on each tour's booking page before you pay. When in doubt, call us and we'll explain the policy for your specific booking.

Will I actually see dolphins?

Our partner Dolphin Safari Charters has a 95% dolphin sighting rate — one of the highest in Key West. They've been operating since 2005 with over 1,900 five-star reviews. Dolphins are wild animals so sightings can never be 100% guaranteed, but your chances are excellent.

What should I bring on a boat tour?

Reef-safe sunscreen, sunglasses, a hat, water, and a light snack. Wear comfortable clothes you don't mind getting wet. Leave valuables at the hotel. Most boats provide life jackets, snorkel gear, and water.

I get seasick easily — is a boat tour right for me?

Key West waters are generally calm, especially in the morning. If you're prone to motion sickness, take Dramamine or Bonine 1–2 hours before. Avoid heavy meals beforehand and stay on deck in fresh air. Call us and we can recommend the calmest tours for sensitive guests.

How many people are on a typical tour?

Group tours typically have 6–20 guests. Private charters are just your group — usually up to 6 people. Private tours give you the most flexibility on timing and destinations. We'll always tell you the group size before you book.

Are sunset tours worth it?

Absolutely. Key West sunsets are famous for a reason. A sunset sail or dolphin watching trip in the evening is one of the best experiences in the Keys. Book 3–5 days ahead — these sell out fast in peak season.

Do I need to know how to swim?

For snorkeling tours, basic swimming ability is recommended. Life vests and flotation noodles are always available. For dolphin watching or sunset tours, swimming is not required. Let us know your comfort level and we'll match you to the right tour.

Are tours accessible for guests with limited mobility?

Some tours are more accessible than others. Call us at 305-831-7444 and describe your needs — we'll find the best fit. Many of our boat tours have easy boarding and seating options.

Are the boats Coast Guard certified?

Yes. All operators on our platform are USCG compliant with required safety equipment, insurance, and licensed captains. We don't list any operator who doesn't meet these standards.

Key West Fishing Charters

Booking4Fun books every type of Key West fishing charters in one place.

Fishing Charters

Choose a per-ticket spot on our party boat for an affordable group trip, a small private charter for offshore deep sea fishing or shallow flats fishing, or a large group charter for corporate outings and big parties. Whichever Key West fishing charter you choose, every trip includes bait, tackle, and fishing licenses, with local captains who know where the mahi, tuna, snapper, and grouper are running. Browse the options below and book online, or call 305-831-7444.

Tours Menu

Party Boat Fishing — per-ticket spots, no boat rental needed, from $69.95

Small Group Charters — private offshore deep sea or shallow flats trips, up to 6 guests.

Large Group & Corporate Charters — up to 45 guests on one vessel, great for company outings.

Custom Trips — call 305-831-7444 to build a trip around your group's goals.

Small Group Charters — Offshore & Shallow Water Fishing

For a Party Boat Tour CLICK HERE

Blue Cowboy 34 Foot Contender

All Ages | 4 to 12 Hours | Up to 6 Guests | Departs at 8 AM, 1 PM, 5 PM

From $1100 for 4hours

Operated aboard 34’ contender.
Target: snapper (mangrove, mutton), grouper (red, gag), sharks, permit, barracuda, mackerel, jacks, cobia, kingfish (seasonal).

What’s Included: • All bait and tackle • Rods and reels • Fishing licenses • Professional captain and crew

Cowgirl 45 Foot Hatteras

All Ages | 4 to 12 Hours | Up to 6 Guests | Departs at 7 AM, 1 PM

From $1050 for 4hours

Operated aboard 45’ Hatteras. Built for serious deep-sea action and real comfort. Featuring ice-cold A/C, a 130-lb fighting chair, premium tackle, and a Sky Lounge flybridge.
Target: mahi, tuna, wahoo, sailfish, snapper, grouper, and marlin on full-day or extended trips (8–12 hours).

What’s Included: All fishing licenses, bait, tackle, rods, reels, ice, and fish cleaning are included. Bring your own food, drinks, sunscreen, and sunglasses.

Irish Cowboy 40 Foot Luhrs

All Ages | 4 to 12 Hours | Up to 6 Guests | Departs at 7 AM, 1 PM

From $950 for 4hours

Fish Key West offshore aboard the 40' Irish Cowboy.
Featuring cold A/C, two fighting chairs, and quality tackle.
Target: mahi, tuna, wahoo, sailfish, snapper, grouper, with options for reef, offshore, shark, or light-tackle fishing.

What’s Included: All fishing licenses, bait, tackle, rods, reels, ice. Bring your own food, drinks, sunscreen, and sunglasses.

Knotty Cowgirl 37 Foot Contender

All Ages | 4 to 12 Hours | Up to 6 Guests | Departs at 7 AM, 1 PM

From $1000 for 4hours

Light tackle fishing aboard a 37’ Contender, pure stand-up fishing action. This private charter targets: snapper, grouper, tarpon, permit, mackerel, cobia, with options to run inshore, reef, or wreck fishing. The boat features twin 250HP engines, a shaded seating area, cabin space, and an onboard restroom—great for half-day to full-day trips. Optional Fishing & Sandbar Combo available.

What’s Included: All fishing licenses, bait, tackle, rods, reels, ice. Bring your own food, drinks, sunscreen, and sunglasses.

Sanctuary 47 Foot Hatteras

All Ages | 4 to 12 Hours | Up to 6 Guests | Departs at 7 AM, 1 PM

From $1150 for 4hours

Sanctuary, a 47’ Hatteras built for serious bluewater fishing and full comfort. Featuring a tournament-grade fighting chair, top-tier tackle, and a fully air-conditioned cabin with restroom.
Target: mahi, tuna, wahoo, sailfish, marlin, plus snapper and grouper on reef and wrecks. Trips run 4–12 hours with a tournament-winning crew and a proven program operating since 1965.

What’s Included: All fishing licenses, bait, tackle, rods, reels, ice, and fish cleaning are included. Bring your own food, drinks, sunscreen, and sunglasses.

Large Group & Corporate Fishing Charter (Up to 45 Guests)

All Ages | 5 Hours | Starting at $2000 | Departs at 8 am, 9 am, 10 am

From $2000 for 5 hours

Rod, Tackle, Bait & License included. Book for 1 person or 45 we can get everyone on one vessel.

Party Boat Fishing, Per-Ticket Trips

All Ages | 5 Hours | 45 Guests Per Boat

Party Boat Fishing Charter

From $69.95 for 5 hours

2-10 miles offshore (depending on conditions) Capacity: our maximum is 45 fisherman
Inclusions: Tackle, license, bait, parking.
If you are not bringing your own rod with you, you can rent ours for $5 extra.

All Ages | 4 to 8 Hours | Up to 6 Guests | Departs at 8 AM, 1 PM

Shared Fishing Charter

From $200 for 4hours

Operated aboard 36’ sportfishing boats. Target species: mahi-mahi, tuna, wahoo, snapper, and grouper.

What’s Included: • All bait, tackle, rods, and reels • Fishing licenses • Ice • Full fish cleaning

FAQ — Key West Tours & Rentals | Booking4Fun

Got Questions? We've Got Answers.

A: Booking4Fun offers four types of Key West fishing charters: per-ticket party boat fishing, small group private charters for offshore deep sea or shallow flats fishing, large group and corporate charters for up to 45 guests, and custom trips built around a group's specific goals.

A: Most Key West fishing charters booked through Booking4Fun include bait, tackle, rods, reels, fishing licenses, and ice. Some private charters also include full fish cleaning. Check each listing for exact inclusions.

A: A party boat fishing charter is a shared trip where you book individual seats alongside other anglers, starting at $69.95 for 5 hours. A private fishing charter books the entire boat for your group only, with small-group options from $950 to $1,150 or large-group and corporate charters up to 45 guests on one vessel.

A: Yes. Booking4Fun's large group fishing charter accommodates up to 45 guests on a single vessel, making it a popular option for corporate outings, company parties, and big family groups. Rod, tackle, bait, and license are included.

A: Depending on the trip and season, anglers commonly catch mahi-mahi, tuna, wahoo, snapper, grouper, sailfish, marlin, permit, and cobia on offshore trips, or tarpon, bonefish, and permit on shallow flats trips.

A: No separate license is needed. All fishing charters booked through Booking4Fun include the required Florida fishing license as part of the trip.

After You Book

Departure locations vary by tour. Your confirmation email will include the exact address and check-in instructions. Most boat tours depart from marinas on Stock Island or the Key West Bight. Call us the day before if you need to confirm the location.

Call us immediately at 305-831-7444. Boats often cannot wait past their departure time, but we'll do our best to reach the operator. Arriving 15 minutes early is always recommended.

Most marinas have nearby parking, though it can be limited in peak season. We recommend rideshare (Uber/Lyft) or arriving early. Your confirmation will include parking notes for your specific tour.

Most boats have a dry storage area for bags, shoes, and small items. Leave valuables like passports and large amounts of cash at your hotel. Boats are not responsible for lost or damaged personal items.

Still Have Questions?

Our Key West team is standing by — real people, real answers.

📞 Call 305-831-7444 Browse All Tours

$550	Deluxe Deck Boat – 22ft / 200 HP Up to 8 People
$500	Premium Deck Boat • 20ft/150HP Up to 6 People
$500	Premier Pontoon 22ft/115HP Up to 8 people
$500	Deluxe Pontoon – 22ft/115HP Up to 8 People
$475	Contender 21ft/200 HP Up to 6 People
$450	Key West Center Console: 250HP Up to 6 People
$400	Nautic Star – 21ft/115HP Up to 6 people
$400	Whaler – 19ft/115HP Up to 6 People
$350	Whaler – 15ft/60HP Up to 3 People
$40	LILY PAD FLOATING MATS Add on to any boat!

Key West Fishing Charters

Fishing Charters

Tours Menu

Party Boat Fishing — per-ticket spots, no boat rental needed, from $69.95

Small Group Charters — private offshore deep sea or shallow flats trips, up to 6 guests.

Large Group & Corporate Charters — up to 45 guests on one vessel, great for company outings.

Custom Trips — call 305-831-7444 to build a trip around your group's goals.

Small Group Charters — Offshore & Shallow Water Fishing

All Ages | 4 to 12 Hours | Up to 6 Guests | Departs at 8 AM, 1 PM, 5 PM

From $1100 for 4hours

Operated aboard 34’ contender. Target: snapper (mangrove, mutton), grouper (red, gag), sharks, permit, barracuda, mackerel, jacks, cobia, kingfish (seasonal).

What’s Included: • All bait and tackle • Rods and reels • Fishing licenses • Professional captain and crew

All Ages | 4 to 12 Hours | Up to 6 Guests | Departs at 7 AM, 1 PM

From $1050 for 4hours

Operated aboard 45’ Hatteras. Built for serious deep-sea action and real comfort. Featuring ice-cold A/C, a 130-lb fighting chair, premium tackle, and a Sky Lounge flybridge. Target: mahi, tuna, wahoo, sailfish, snapper, grouper, and marlin on full-day or extended trips (8–12 hours).

What’s Included: All fishing licenses, bait, tackle, rods, reels, ice, and fish cleaning are included. Bring your own food, drinks, sunscreen, and sunglasses.

All Ages | 4 to 12 Hours | Up to 6 Guests | Departs at 7 AM, 1 PM

From $950 for 4hours

Fish Key West offshore aboard the 40' Irish Cowboy. Featuring cold A/C, two fighting chairs, and quality tackle. Target: mahi, tuna, wahoo, sailfish, snapper, grouper, with options for reef, offshore, shark, or light-tackle fishing.

What’s Included: All fishing licenses, bait, tackle, rods, reels, ice. Bring your own food, drinks, sunscreen, and sunglasses.

All Ages | 4 to 12 Hours | Up to 6 Guests | Departs at 7 AM, 1 PM

From $1000 for 4hours

What’s Included: All fishing licenses, bait, tackle, rods, reels, ice. Bring your own food, drinks, sunscreen, and sunglasses.

All Ages | 4 to 12 Hours | Up to 6 Guests | Departs at 7 AM, 1 PM

From $1150 for 4hours

What’s Included: All fishing licenses, bait, tackle, rods, reels, ice, and fish cleaning are included. Bring your own food, drinks, sunscreen, and sunglasses.

All Ages | 5 Hours | Starting at $2000 | Departs at 8 am, 9 am, 10 am

From $2000 for 5 hours

Rod, Tackle, Bait & License included. Book for 1 person or 45 we can get everyone on one vessel.

Party Boat Fishing, Per-Ticket Trips

All Ages | 5 Hours | 45 Guests Per Boat

From $69.95 for 5 hours

2-10 miles offshore (depending on conditions) Capacity: our maximum is 45 fisherman Inclusions: Tackle, license, bait, parking. If you are not bringing your own rod with you, you can rent ours for $5 extra.

All Ages | 4 to 8 Hours | Up to 6 Guests | Departs at 8 AM, 1 PM

From $200 for 4hours

Operated aboard 36’ sportfishing boats. Target species: mahi-mahi, tuna, wahoo, snapper, and grouper.

What’s Included: • All bait, tackle, rods, and reels • Fishing licenses • Ice • Full fish cleaning

Got Questions? We've Got Answers.

After You Book

Still Have Questions?

Full Day Boat Rental

Half Day Boat Rental

Custom Charter - Half Day

Operated aboard 34’ contender.
Target: snapper (mangrove, mutton), grouper (red, gag), sharks, permit, barracuda, mackerel, jacks, cobia, kingfish (seasonal).

Operated aboard 45’ Hatteras. Built for serious deep-sea action and real comfort. Featuring ice-cold A/C, a 130-lb fighting chair, premium tackle, and a Sky Lounge flybridge.
Target: mahi, tuna, wahoo, sailfish, snapper, grouper, and marlin on full-day or extended trips (8–12 hours).

Fish Key West offshore aboard the 40' Irish Cowboy.
Featuring cold A/C, two fighting chairs, and quality tackle.
Target: mahi, tuna, wahoo, sailfish, snapper, grouper, with options for reef, offshore, shark, or light-tackle fishing.

2-10 miles offshore (depending on conditions) Capacity: our maximum is 45 fisherman
Inclusions: Tackle, license, bait, parking.
If you are not bringing your own rod with you, you can rent ours for $5 extra.