USA Cruises, Sailing & Water Tours

Rosé Brunch Under Sail

Wake up with our daily Brunch Under Sail aboard a luxury catamaran. Cruise through the calm morning waters of Hilton Head while enjoying complimentary mimosas …More

Hilton Head Island, USA

Wake up with our daily Brunch Under Sail aboard a luxury catamaran. Cruise through the calm morning waters of Hilton Head while enjoying complimentary mimosas...

2 hours Free Cancellation
4.0 (1)
from
$95
Private Snorkel Tour 3 Hrs 1 stop from Kaanapali Beach

Be Amazed at our private custom charter to the Island of Lanai on "Sanity" (snorkel vessel). Lanai with it's breathtaking shoreline, cliffs, cave, secluded beaches.  …More

Maui, USA

Be Amazed at our private custom charter to the Island of Lanai on "Sanity" (snorkel vessel). Lanai with it's breathtaking shoreline, cliffs, cave, secluded beaches. ...

3 to 10 hours Free Cancellation
3.7 (3)
from
$3,000
Fabulous Florida Sunset Tour Including Dolphins

Enjoy Shell Key Sandbar, Shelling & Sunset! Can you think of a better way to end the perfect vacation day! Your tropical vacation is not …More

St Petersburg, USA

Enjoy Shell Key Sandbar, Shelling & Sunset! Can you think of a better way to end the perfect vacation day! Your tropical vacation is not...

2 hours Free Cancellation
3.0 (2)
from
$65
62ft FREE HOUR Miami Yacht Rental 3 to6 Hours up to 13 People

Reserve Your Private Miami Yacht Rental with Feeling Yachty Step aboard a 62ft luxury yacht and explore the best of Miami with Feeling Yachty—top-rated with …More

Miami, USA

Reserve Your Private Miami Yacht Rental with Feeling Yachty Step aboard a 62ft luxury yacht and explore the best of Miami with Feeling Yachty—top-rated with...

3 to 6 hours Free Cancellation
3.0 (2)
from
$399
Jet Ski Dolphin Tour Adjacent to Crab Island

Experience the thrill of jet skiing while encountering wild bottlenose dolphins in their natural habitat. Departing from Xtreme H2o, this 1.5-hour adventure takes you to …More

Destin, USA

Experience the thrill of jet skiing while encountering wild bottlenose dolphins in their natural habitat. Departing from Xtreme H2o, this 1.5-hour adventure takes you to...

1 hour 30 minutes Free Cancellation
3.0 (2)
from
$180
Harbor Lights Dinner Cruise

Throughout December, Flagship’s fleet of yachts set the stage for unforgettable holiday celebrations. Step aboard for a festive evening filled with twinkling lights, elegant decor, …More

San Diego, USA

Throughout December, Flagship’s fleet of yachts set the stage for unforgettable holiday celebrations. Step aboard for a festive evening filled with twinkling lights, elegant decor,...

2 hours 30 minutes Free Cancellation
2.5 (4)
from
$145
Oahu Whale Watching Catamaran Sail Experience

Join an intimate whale watching adventure aboard open-deck sailing catamaran, limited to just 35 guests for a more personal experience. Every winter, humpback whales migrate …More

Oahu, USA

Join an intimate whale watching adventure aboard open-deck sailing catamaran, limited to just 35 guests for a more personal experience. Every winter, humpback whales migrate...

2 hours Free Cancellation
3.0 (1)
from
$40
Private Cruise Swim with Dolphin

Exclusive private cruise for up to 20 guests on a 40 passenger catamaran boat ideal for parties and anniversaries. An Impressive Swimming Experience with Wild …More

Likely to Sell Out
Likely to Sell Out
Oahu, USA

Exclusive private cruise for up to 20 guests on a 40 passenger catamaran boat ideal for parties and anniversaries. An Impressive Swimming Experience with Wild...

3 hours Hotel pickup offered
from
$3,901
Sitka’s Private Wildlife Whale Adventure 6 Transport Meal option

Personalized service you won't find anywhere. Featured on HGTV and USA Today Our Wildlife/Whale Watching Boat Tour. Every detail is tailored just for you, With …More

Likely to Sell Out
Likely to Sell Out
Sitka, USA

Personalized service you won't find anywhere. Featured on HGTV and USA Today Our Wildlife/Whale Watching Boat Tour. Every detail is tailored just for you, With...

2 hours Hotel pickup offered Free Cancellation
from
$1,839
4th of July Sunset Sail on the Black Pearl

Join us for the 4th of July for Fireworks over Cedar Point from a beautiful 47' Sailing yacht - The Black Pearl! Sail magestically across …More

Likely to Sell Out
Likely to Sell Out
Sandusky, USA

Join us for the 4th of July for Fireworks over Cedar Point from a beautiful 47' Sailing yacht - The Black Pearl! Sail magestically across...

4 to 5 hours
from
$1,195
Private Tour of San Francisco and Alcatraz with local tour guide

Discover the city of San Francisco and escape to the island of Alcatraz. Enjoy a private full day tour of San Francisco next to a …More

Likely to Sell Out
Likely to Sell Out
San Francisco, USA

Discover the city of San Francisco and escape to the island of Alcatraz. Enjoy a private full day tour of San Francisco next to a...

8 hours Hotel pickup offered Free Cancellation
from
$519
Destin Family Dolphin Tour

Embark on a mesmerizing morning Tiki Adventure to Crab Island and immerse yourself in a breathtaking experience that will leave you enchanted by the clear …More

Likely to Sell Out
Likely to Sell Out
Destin, USA

Embark on a mesmerizing morning Tiki Adventure to Crab Island and immerse yourself in a breathtaking experience that will leave you enchanted by the clear...

4 hours
from
$1,000
Sarasota Superstar 112 Superyacht 4 Hours Charter

Step aboard Superstar, our stunning 112’ Westport, for a 4 hour day that defines effortless, elevated yachting. Your experience begins with a VIP touch—arrive by …More

Likely to Sell Out
Likely to Sell Out
Sarasota, USA

Step aboard Superstar, our stunning 112’ Westport, for a 4 hour day that defines effortless, elevated yachting. Your experience begins with a VIP touch—arrive by...

4 hours
from
$7,313
Sarasota 63’ Peace Prestige 630 |4hr Private Sunset Yacht Charter

Welcome aboard Peace, a refined Prestige 630 that embodies European design, modern elegance, and effortless performance. With sleek lines, expansive glass, and beautifully appointed living …More

Likely to Sell Out
Likely to Sell Out
Sarasota, USA

Welcome aboard Peace, a refined Prestige 630 that embodies European design, modern elegance, and effortless performance. With sleek lines, expansive glass, and beautifully appointed living...

4 hours
from
$4,873
54 Exit Strategy with Pardo 54 Performance Yacht in Sarasota

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...

8 hours
from
$6,832
Sarasota 54’ Exit Strategy | Pardo 54 Performance Yacht 6 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...

6 hours
from
$5,307
St. Pete-40’ Congetta | Fountaine Pajot MY5 Power Catamaran- 6Hr

Welcome aboard Congetta, a beautifully designed Fountaine Pajot MY5 power catamaran offering refined European styling and exceptional stability on the water. Departing from downtown St. …More

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

Welcome aboard Congetta, a beautifully designed Fountaine Pajot MY5 power catamaran offering refined European styling and exceptional stability on the water. Departing from downtown St....

6 hours
from
$3,532
Sarasota- 42’ Wanderlust | Bali 4.2 Luxury Sailing Catamaran- 4Hr

Welcome aboard Wanderlust, a beautifully appointed Bali 4.2 sailing catamaran offering one of the most refined sunset experiences on Sarasota Bay. With four distinct gathering …More

Likely to Sell Out
Likely to Sell Out
Sarasota, USA

Welcome aboard Wanderlust, a beautifully appointed Bali 4.2 sailing catamaran offering one of the most refined sunset experiences on Sarasota Bay. With four distinct gathering...

4 hours
from
$2,434
Sarasota- "Superstar" - Our 112' Superyacht- Full Day Charter-6hr

The Experience Step aboard Superstar, our iconic 112’ Westport, for a full day of true superyacht living. Inspired by the legendary yachts of the Caribbean …More

Likely to Sell Out
Likely to Sell Out
Sarasota, USA

The Experience Step aboard Superstar, our iconic 112’ Westport, for a full day of true superyacht living. Inspired by the legendary yachts of the Caribbean...

6 hours
from
$9,753
Sarasota- 43’ Giddy Up | Cruisers Yachts GLS 42- 4 Hour

Welcome aboard Giddy Up, a striking Cruisers Yachts GLS 42 designed for stylish coastal cruising and unforgettable evenings on the water. With her sleek profile, …More

Likely to Sell Out
Likely to Sell Out
Sarasota, USA

Welcome aboard Giddy Up, a striking Cruisers Yachts GLS 42 designed for stylish coastal cruising and unforgettable evenings on the water. With her sleek profile,...

4 hours
from
$2,196
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

Frequently Asked Questions

These answers are based on answers previously given to Key West Private Charters customers' questions.

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