Discover Miami and Chicago by Boat

Experience the ultimate luxury on the water with 2UP Group Boat Rentals. Choose from our exquisite fleet of yachts and cruisers to explore the stunning waters of Miami and Chicago. Book now for an unforgettable adventure.

Our Collection

Luxury Motor Yacht

Rated 5 out of 5

Sexsea

60" ft

Chicago, IL

Sunseeker

Nestled in the vibrant marina of Chicago, the Sexsea offers an unparalleled setting for an extraordinary day out on Lake Michigan.

Luxury Cruiser

Rated 5 out of 5

Livin

46" ft

Miami

Fjord

Discover the vibrant waters of Miami aboard Livin, a stunning 46’ Fjord luxury cruiser that combines sleek design, cutting-edge features, and ultimate comfort.

Book Your Luxury Boating Experience with 2UP Group

Our team is here to provide you with all the information and assistance you need. Please reach out to us via phone, email or fill the form, and we’ll be happy to help you book your perfect boating experience.

Phone

773.469.8759

Email

2upgroupmiami@gmail.com

Sail Away to Something Great

At 2UP Group Boat Rentals, we specialize in providing top-tier boat rental services in Miami and Chicago. Our fleet features luxurious yachts and cruisers, perfect for any occasion. We prioritize safety, quality, and exceptional customer service to ensure every trip is unforgettable. Whether you’re seeking a serene cruise or an exciting adventure, we have the ideal boat for you. Join us and experience the best of boating with 2UP Group.

Discover Our Collections

What Our Customers Say?

Our clients love their experiences with 2UP Group Boat Rentals. Here are some of their stories:

Renting a yacht from 2UP Group was the highlight of our trip to Miami. The crew was professional, and the boat was immaculate. We can't wait to do it again!

Ricky Stewart

We had an incredible time on the 'Sexsea' in Chicago. The boat was luxurious and perfect for our event. Highly recommend 2UP Group

Tommy Young

From booking to sailing, everything was seamless. The 'Vitamin D' was pristine and the service exceptional. A must-do in Chicago!

Lina Navarro

Why Choose 2UP Group?

Experience the ultimate in luxury and service with 2UP Group. Here’s why we are the preferred choice for discerning clients looking for an unforgettable boating experience.

Luxury Experience

Enjoy the finest amenities and sophisticated design aboard our premier fleet of yachts and cruisers.

Professional Crew

Our experienced crew members are committed to delivering personalized and exceptional service.

Prime Locations

Set sail from prime waterfront locations in Chicago and Miami for an unparalleled boating experience.

Custom Packages

Customize your boating adventure with packages designed to meet your unique preferences and needs.