Top Florida Luxury Tours

1,727 Results
All Inclusive Half Day Sunset Catamaran Adventure

Your own private 42’ Bali 4.2 catamaran with no shared crowds — just your group, captain, and crew. Sweet Escape offers a premium all-inclusive charter …More

St Petersburg, USA

Your own private 42’ Bali 4.2 catamaran with no shared crowds — just your group, captain, and crew. Sweet Escape offers a premium all-inclusive charter...

6 hours Free Cancellation
5.0 (1)
from
$2,000
Luxury 5 Hour Private Yacht Tour to Raccoon Island from FTL

PLEASE READ CAREFULLY This is not just a yacht rental — it’s a fully private, personalized experience designed around you. Unlike crowded group tours, you’ll …More

Fort Lauderdale, USA

PLEASE READ CAREFULLY This is not just a yacht rental — it’s a fully private, personalized experience designed around you. Unlike crowded group tours, you’ll...

5 hours Free Cancellation
5.0 (1)
from
$2,000
St. Pete 48’ Breaking Away Jeanneau Sun Odyssey Sailing Yacht 6hr

Welcome aboard Breaking Away, a beautifully maintained 48-foot Jeanneau Sun Odyssey monohull sailing yacht offering a true, wind-driven coastal experience. Graceful, responsive, and designed for …More

Likely to Sell Out
Likely to Sell Out
St Petersburg, USA

Welcome aboard Breaking Away, a beautifully maintained 48-foot Jeanneau Sun Odyssey monohull sailing yacht offering a true, wind-driven coastal experience. Graceful, responsive, and designed for...

6 hours
from
$2,011
All Inclusive Full Day Luxury Catamaran Charter

Your own private 42’ Bali 4.2 catamaran with no shared crowds — just your group, captain, and crew. Sweet Escape offers a premium all-inclusive charter …More

St Petersburg, USA

Your own private 42’ Bali 4.2 catamaran with no shared crowds — just your group, captain, and crew. Sweet Escape offers a premium all-inclusive charter...

7 hours Free Cancellation
5.0 (1)
from
$2,100
All Inclusive Full Day and Sunset Private Catamaran in St. Pete

Your own private 42’ Bali 4.2 catamaran with no shared crowds — just your group, captain, and crew. Sweet Escape offers a premium all-inclusive charter …More

St Petersburg, USA

Your own private 42’ Bali 4.2 catamaran with no shared crowds — just your group, captain, and crew. Sweet Escape offers a premium all-inclusive charter...

8 hours Free Cancellation
from
$2,200
Private Key West Morning Sail, Snorkel & Kayak Excursion

Enjoy an unforgettable morning or afternoon of sailing, kayaking and snorkeling in the pristine marine wilderness of the Key West National Wildlife Refuge. …More

Special Offer
Special Offer
Key West, USA

Enjoy an unforgettable morning or afternoon of sailing, kayaking and snorkeling in the pristine marine wilderness of the Key West National Wildlife Refuge....

4 hours 30 minutes (approx.) Free Cancellation
$2,399
$2,270
4 Hours Happy Hour Cruise

The 4 Hours is Spent on a luxury motor yacht AT SEA. The vessel is Manned by a USCG certified crew including a Master Captain, …More

Destin, USA

The 4 Hours is Spent on a luxury motor yacht AT SEA. The vessel is Manned by a USCG certified crew including a Master Captain,...

4 hours
4.9 (8)
from
$2,400
Golden Ticket at Sea Ray Sundancer in Sarasota

Welcome aboard Golden Ticket, a beautifully appointed Sea Ray Sundancer offering refined comfort and effortless coastal cruising on Sarasota Bay. With expansive wraparound seating, sleek …More

Likely to Sell Out
Likely to Sell Out
Sarasota, USA

Welcome aboard Golden Ticket, a beautifully appointed Sea Ray Sundancer offering refined comfort and effortless coastal cruising on Sarasota Bay. With expansive wraparound seating, sleek...

4 hours
from
$2,434
St. Pete 48’ Breaking Away Jeanneau Sun Odyssey Sailing Yacht 8hr

Welcome aboard Breaking Away, a beautifully maintained 48-foot Jeanneau Sun Odyssey monohull sailing yacht offering a true, wind-driven coastal experience. Graceful, responsive, and designed for …More

Likely to Sell Out
Likely to Sell Out
St Petersburg, USA

Welcome aboard Breaking Away, a beautifully maintained 48-foot Jeanneau Sun Odyssey monohull sailing yacht offering a true, wind-driven coastal experience. Graceful, responsive, and designed for...

8 hours
from
$2,438
Miami Private Full Day Luxury City & Boat Guided Tour

Starlux invites you to live the unforgettable experience with our number one luxury guided tour in Miami Florida. Enjoy intimately in our exclusive vehicles, a …More

Miami, USA

Starlux invites you to live the unforgettable experience with our number one luxury guided tour in Miami Florida. Enjoy intimately in our exclusive vehicles, a...

6 hours Free Cancellation
5.0 (4)
from
$2,499
Private Yacht Cruise through Fort Lauderdale

Our PRIVATE AFFORDABLE LUXURY YACHT Cruise through Fort Lauderdale aboard a 690 Marquis. It is Your unique adventure. Celebrate a birthday, anniversary, corporate event, proposal. …More

Fort Lauderdale, USA

Our PRIVATE AFFORDABLE LUXURY YACHT Cruise through Fort Lauderdale aboard a 690 Marquis. It is Your unique adventure. Celebrate a birthday, anniversary, corporate event, proposal....

2 hours
5.0 (110)
from
$2,600
Sarasota 40 Golden Ticket Sea Ray Sundancer 6 Hours

Welcome aboard Golden Ticket, a beautifully appointed Sea Ray Sundancer offering refined comfort and effortless coastal cruising on Sarasota Bay. With expansive wraparound seating, sleek …More

Likely to Sell Out
Likely to Sell Out
Sarasota, USA

Welcome aboard Golden Ticket, a beautifully appointed Sea Ray Sundancer offering refined comfort and effortless coastal cruising on Sarasota Bay. With expansive wraparound seating, sleek...

6 hours
from
$3,111
Sarasota-50’ Memory Maker | Aquila Power Catamaran- 4 Hour

Welcome aboard Memory Maker, our spacious Aquila 44 power catamaran — a 50’ power cat experience designed for comfort, stability, and unforgettable evenings on the …More

Likely to Sell Out
Likely to Sell Out
Sarasota, USA

Welcome aboard Memory Maker, our spacious Aquila 44 power catamaran — a 50’ power cat experience designed for comfort, stability, and unforgettable evenings on the...

4 hours
from
$3,172
24 Hours Exotic Car Rally Experience - Miami-Key West-Miami, FL

A 24-hour Supercar Rally Experience from Miami to Key West, FL and back on four exotic cars is a thrilling adventure that takes you through …More

Miami, USA

A 24-hour Supercar Rally Experience from Miami to Key West, FL and back on four exotic cars is a thrilling adventure that takes you through...

1 day Free Cancellation
5.0 (7)
from
$3,495
Key West Private Wind & Wine Charter

The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Cool Shore Excursions three years running. See the sunset …More

Key West, USA

The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Cool Shore Excursions three years running. See the sunset...

2 hours (approx.) Free Cancellation
5.0 (1,717)
from
$3,499
Sarasota 58’ Andiamo | Absolute Navetta 58 Luxury Yacht- 3 Hour

Welcome aboard Andiamo, a stunning 2026 Absolute Navetta 58 that blends modern Italian design with expansive volume and refined coastal performance. With sweeping glass lines, …More

Likely to Sell Out
Likely to Sell Out
Sarasota, USA

Welcome aboard Andiamo, a stunning 2026 Absolute Navetta 58 that blends modern Italian design with expansive volume and refined coastal performance. With sweeping glass lines,...

3 hours
from
$3,653
Sarasota Private Yacht Tour

Welcome aboard Rally Point, an elegant Absolute Navetta 52 that blends modern Italian design with expansive volume and refined coastal performance. With panoramic windows, sleek …More

Sarasota, USA

Welcome aboard Rally Point, an elegant Absolute Navetta 52 that blends modern Italian design with expansive volume and refined coastal performance. With panoramic windows, sleek...

4 hours
from
$3,653
Sarasota 54’ Exit Strategy | Pardo 54 Performance Yacht 4 Hour

Welcome aboard Exit Strategy, a bold and unmistakable Pardo 54 — where Italian style meets Sarasota Bay. With sleek European lines, an aggressive profile, and …More

Likely to Sell Out
Likely to Sell Out
Sarasota, USA

Welcome aboard Exit Strategy, a bold and unmistakable Pardo 54 — where Italian style meets Sarasota Bay. With sleek European lines, an aggressive profile, and...

4 hours
from
$3,660
Sarasota-40’ Golden Ticket | Sea Ray Sundancer- 8 Hour

Welcome aboard Golden Ticket, a beautifully appointed Sea Ray Sundancer offering refined comfort and effortless coastal cruising on Sarasota Bay. With expansive wraparound seating, sleek …More

Likely to Sell Out
Likely to Sell Out
Sarasota, USA

Welcome aboard Golden Ticket, a beautifully appointed Sea Ray Sundancer offering refined comfort and effortless coastal cruising on Sarasota Bay. With expansive wraparound seating, sleek...

8 hours
from
$3,898
Sailing into the sunset on a personalized luxury Yacht Charter

Enjoy the Miami beach scene at the World Famous Haulover Sandbar in this 68-foot Azimut. It’s one of the hottest party destinations, and we want …More

Enjoy the Miami beach scene at the World Famous Haulover Sandbar in this 68-foot Azimut. It’s one of the hottest party destinations, and we want...

4 hours Free Cancellation
5.0 (1)
from
$3,900

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

Recent tour reviews
Activity name

Discover Florida