(407) 476-6190
Private charters from $965
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Private Custom Charters

Private Custom Charters
in Key West

Your group, your day, your route. Private boat charters for groups of 6 to 20 — half-day to full-day, sandbar to snorkel, sunset to celebration.

Call (407) 476-6190 or See Tours
From $965
Private charter
Crewed
Full service
5★
VIP rated
Compare Private Charters 🤔 Help Me Choose

Perfect For

💍 Proposals
🎂 Anniversaries
🥂 Celebrations
📸 Photoshoots
🏢 Corporate Events
👨‍👩‍👧‍👦 Family Reunions
💒 Weddings
🌅 Sunset VIP
🛥️ Honeymoons
🎉 Bachelor Parties
💍 Proposals
🎂 Anniversaries
🥂 Celebrations
📸 Photoshoots
🏢 Corporate Events
👨‍👩‍👧‍👦 Family Reunions
💒 Weddings
🌅 Sunset VIP
🛥️ Honeymoons
🎉 Bachelor Parties
Editor's Picks

Top 3 Private Custom Charters

Compare hand-picked private charters — we match the right boat to your group, route, and budget.

💍 Romantic / Proposal $995
Six Fins Charter

Private Romantic Sunset Cruise

⏱ 3 hours👥 Private
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🎉 Group Celebration $1,543
Sail Away Key West

Southern Cross - Leopard 48

⏱ Multi-day👥 Private
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💎 Top Pick $1,372
Sail Away Key West

Sugar Magnolia - Lagoon 42

⏱ 4 hours👥 Private
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— or browse all private charters below —

Premium Vessels

Private Custom Charters

Private boats for groups of 6 to 20 — sandbar trips, sunset cruises, full-day adventures, and custom routing

Multi-Day $1,543
Sail Away Key West

Southern Cross - Leopard 48

⏱ Multi-day👥 Private

48-foot Leopard catamaran for overnight adventures. Captain available or bareboat. Island hop, snorkel remote reefs, sleep under the stars.

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Romantic $995
Six Fins Charter

Private Romantic Sunset Cruise

⏱ 3 hours👥 Private

Intimate sunset cruise designed for couples. Perfect for proposals, anniversaries, or celebrating your love. Watch nature's masterpiece unfold.

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Combo $995
Sunset Sail Key West

4hr Private Snorkel Sunset Combo

⏱ 4 hours👥 Private

Best of both worlds: snorkel the backcountry reefs, then watch the sunset. Coral nurseries, reef fish, ending with golden hour magic.

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Great Value $965
Best Time Ever Boat Charters

6-Hour Premium Charter

⏱ 6 hours👥 Private

Speed, comfort, and stylish elegance combined. Perfect for any occasion — sandbars, snorkeling, or just cruising. Professional captain.

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Multi-Day $1,372
Sail Away Key West

Sugar Magnolia - Lagoon 42

⏱ Multi-day👥 Private

42-foot Lagoon catamaran for multi-day private charters. Captain available or bareboat rental. Your floating hotel in the Keys.

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Premium $2,500
SNUBA Key West

Half Day Private Charter - Good Times 47'

⏱ 4 hours👥 Up to 16

Private SNUBA experience aboard a 47-foot Cooper Marine power catamaran. Premium vessel for groups who want the ultimate underwater adventure.

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Fishing $950
Ultra Grand Slam

Half Day Charter

⏱ 4 hours👥 Private

Where other charters are fishing, you're catching. Premium fishing experience with top-of-the-line equipment and expert captain.

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Sunset $950
Nude Charters

3-Hour Sunrise & Sunset Private Charter

⏱ 3 hours👥 Private

Naturist charter experience surrounded by the beauty of nature and serenity of the ocean. Sunrise or sunset options available.

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Full Day $925
Salty Soul Charters

Full Day Charter - Six Hours

⏱ 6 hours👥 Private

Discover Key West by water. Escape the crowds — sandbars, snorkeling, dolphin watching, island hopping. Your captain knows all the spots.

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Secure Checkout
Verified Local Operators
Same-Day Booking
No Hidden Fees
Thousands of Happy Guests
Free Cancellation
Secure Checkout
Verified Local Operators
Same-Day Booking
No Hidden Fees
Thousands of Happy Guests
Free Cancellation
FAQ

Private Custom Charter Questions

What's included in a private custom charter?

Most include captain, fuel, safety equipment, and basic amenities. Premium vessels often include snorkel gear, paddleboards, floats, and water toys. Food/drinks are typically BYOB unless specified. Routing is customizable — sandbar stops, snorkel sites, sunset position, and timing are all up to your group.

Can you help with proposals?

Absolutely. Many captains have helped stage proposals. Let them know in advance and they can help with timing, location, and even photography coordination.

What about bad weather?

All charters offer full refunds or rescheduling for weather cancellations. Your captain will contact you if conditions are unsafe.

How far in advance should I book?

For private custom charters, 2-4 weeks ahead is recommended, especially during peak season (Dec-Apr). Larger groups (12+) should book earlier. Last-minute availability sometimes exists.

Your local guide to Key West private custom charters

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