“We live fascinated by nature and water, and we love bringing people together; particularly around a table to share food, socialize – and just enjoy life. Sunsets and dolphins are definitely major bonuses! Bay2Bay Tours is a reflection of our personalities and our passions”.

Our Story

Captain Isander has been an enthusiast of marine life and local history most of his life and loves sharing knowledge with other people. He is a USCG-certified Master Captain, biologist, former corporate executive, and jack of all trades. His first experience in boat tours was over 30 years ago in the beautiful waters of the Caribbean. Ruth is a multi-talented, multi-faceted interior designer, entrepreneur, and an outstanding hostess. Bay2Bay Tours is the culmination of their personalities and passions. Their desire is to provide indulging boat tour experiences, with a level of attention to personal service like no other in Anna Maria Island.

About Bay2Bay Tours

Bay2Bay Tours offers a variety of options in premier private boat tours.  Our goal is to cater to our clients’ needs by offering alternatives and flexible packages to accommodate their plans.

We are pioneers in offering evening boat tours to the Sunshine Skyway Bridge and water shuttle service from local resorts. Other options include sunset cruise experiences, excursions to Egmont Key State Park and day trips to local sandbars. Dolphin sightings are ALWAYS free!

Our boat tours are appropriate for all ages. Dockside pick up is available for most rental properties and resorts with adequate facilities in Anna Maria Island. Water, soft drinks, ice, beach and snorkeling gear are always complimentary; we also offer the option to order charcuterie boards and vegan trays. 


We are dedicated to providing a level of personal care and a boat tour experience like no other in Anna Maria Island.

Why Bay2Bay boat Tours
in Anna Maria Island?

Private Tours

No need to interact or share the experience with strangers. Enjoy boat tours with just your group for a more intimate time. Get the flexibility to customize or even combine tours into one a la carte experience.

Flexible Schedules

Daytime and evening tours are available, seven days a week from early morning to late evening. If you choose, start your day at Egmont Key, enjoy a sunset, then visit the Sunshine Skyway Bridge – all in one day! 

Flexible Locations

We pick up and drop off by water at one of many convenient locations throughout Anna Maria. Whether at a public or private dock, at a pier, boat ramp, at a residence or resort – we’ll meet you there!

Water and Soft Drinks Provided

Bottled water, regular & diet soda and more are always complimentary.  A large cooler with plenty of ice is also provided for any specialty drinks passengers choose to bring aboard. 

Optional Charcuterie or Vegan Trays

Have more time to relax before and during the trip! Order charcuterie or a vegan tray and our crew will do the rest. No need to prepare, serve or clean up food!

Adult Beverages are Welcome Aboard

Responsible adults are welcome to bring beer, white wine or Champagne to complement their day at the sandbar or evening cruise. Red wine, while delicious, is not allowed onboard. 

Knowledgeable Captain & Crew

Learn interesting and little-known facts of local history, points of interest and wildlife. Walk away with a new appreciation of Anna Maria Island and its surroundings.

Ride in Style and Comfort

Our Silver Wave tritoon offers lots of interior space and a very smooth trip. Ride in comfort and elegance, seating or lounging, as we leisurely cruise along the Anna Maria coastline. 

Premium Bluetooth Sound System

Play your own playlist or let us pick the perfect mix from a large selection of popular or international music. Tailor the experience to the taste of your group and create unique memories!

Bay2Bay Boat Tours
Anna Maria Island

Private Boat Tours

CANCELATIONS must be made with no less than 24 hours prior to departure time in order to receive a full refund. All cancelations initiated by Bay2Bay Tours due to inclement weather or extenuating circumstances will receive a full refund. Charcuterie orders are non-refundable; if the tour is canceled, we will do our best to arrange delivery.

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