Design your perfect sailing adventure with us!
Welcome aboard Boldly Go!
Boldly Go luxury cruising yacht has its home in the greater Tampa Bay area.Design your perfect sailing adventure with us!
Welcome aboard Boldly Go!
Design your perfect sailing adventure with us!
Welcome aboard Boldly Go!
Boldly Go luxury cruising yacht has its home in the greater Tampa Bay area..jpeg)
Welcome aboard Boldly Go!
Boldly Go luxury cruising yacht has its home in the greater Tampa Bay area.
Book a sail easily and safely.
Get more information about our boat, services, and recommended destinations before booking.
Know what you want? Ready to book? Pay your deposit through our secure website now to lock in your dates!
No one explains the experience better than those who have experienced it!
Read Boldly Go testimonials.
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We keep things affordable! As a small business, we have less overhead and we pass that saving to our guests. We provide snacks and non-alcoholic beverages, but give you management over your food budget by having you bring the provisions for your main meals. Ask us about our provisioning templates which can help you plan your provisions just right.
Check out our FAQs for more information.
Call or send us an inquiry to discuss your dream of sailing Tampa Bay and the Gulf!
Chartering With Us
We love sailing! And we love Tampa Bay and the Gulf shores.
When you sail with us, you can rest assured your time at sea on Boldly Go will be fun, safe and memorable! Perch yourself on the sundeck for the best vantage point to spot sea life or get some sun. Enjoy the covered cockpit for dining, chatting, or enjoying the sail breeze. With a full galley and outdoor grill, you can prepare just about any meal! And with central heat and air throughout the full interior, your comfort is maximized.
As our guest, you will have a captain familiar with the Tampa Bay and Gulf shore waters. Whether you're looking for a simple relaxing sail, or beach time and sightseeing, we will strive to accommodate your tastes.
Choose your Package
Perhaps you're looking for a short excursion while in Tampa Bay? Our
Half Day / Sunset Sails are perfect for a relaxing morning or evening in Tampa Bay with a beautiful view of the St. Petersburg skyline.
Ready for a full day of sailing, beaching, and swimming?
Try our Day Sail option.
Want a longer adventure sleeping on Boldly Go? An Overnight sail is a great vacation getaway. Book 1 to 7 nights (or longer) aboard Boldly Go. We can provide your overnight at a marina dock or out on anchor.
Fun and adventure awaits!
We are not a big chartering company and that allows us to be more flexible and personalized. And because our overhead is much lower than larger charter companies, we have unbeatable prices! We cater to families and small groups (maximum 6 people).
We LOVE to sail!
Let's discuss your adventure on the waters of Tampa Bay and the Guld Shores!
Boldly Go Testimonials
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My son and I have had the joy of sailing on Boldly Go a number of times. Pete and Elaine are delightful, caring, and knowledgeable about sailing. Everyone will feel immediately welcomed. The best times of my life have been barefoot and aboard Boldly Go. We can’t wait to book again!Holly, Tennessee- For a trip you will not forget, spend the day sailing on the Boldly Go! We had a fabulous day sailing with Elaine & Pete on their luxurious yacht! Perfect weather, the wind moved us along at a nice clip, and we were treated to playful dolphins swimming along! There is truly not a more relaxing experience than sailing with this delightful couple who know the sea and provide a beautiful day! The yacht has everything you need on a day or longer sailing trip! I can't wait to book my next trip for multiple nights sailing, & letting the land life go!Ashley, Tallahassee FL
My wife, oldest son and I had a wonderful time with Pete and Elaine on their sailboat, Boldly Go. They are very caring hosts, making sure we were comfortable and enjoying the experience. This was our first sailboat trip, and we highly recommend a trip with them. We are planning another trip with them the near future.Mark and Lisa, North Carolina
Amazing day on Boldly Go! Spacious, clean, and an amazing captain! Capt. Elaine anchored us perfectly for sunning and swimming, then later for the St Pete July 4th fireworks. The day and evening were so relaxing due to wonderful hosts. The yacht has everything needed for a day or night trip, with all amenities and plenty of space to move around. Thank you for hosting us!Wayne and Renee, Florida
