Set sail on Tampa Bay’s waters aboard a classic O’Day 34 and watch the sky blaze with sunset colors while enjoying sweeping views of the St. Pete skyline. This intimate 2.5-hour cruise blends serene sailing with one of Florida’s most memorable evening panoramas.
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Difficulty
easy
Duration
2.5 hours
Fitness Level
Suitable for all fitness levels; mostly sitting or light movement on the boat required.
Wildlife
History
St. Petersburg’s waterfront once thrived as a fishing and shipping hub before evolving into a recreational sailing hotspot.
Conservation
Sail Quest practices eco-friendly boating to protect Tampa Bay's delicate marine ecosystems and supports local water conservation efforts.
Sail Quest
Set sail on Tampa Bay’s waters aboard a classic O’Day 34 and watch the sky blaze with sunset colors while enjoying sweeping views of the St. Pete skyline. This intimate 2.5-hour cruise blends serene sailing with one of Florida’s most memorable evening panoramas.
Located in St. Petersburg, Florida, Sail Quest operates small-yacht sailing excursions on Tampa Bay. Sail Quest offers three core experiences: Day Sailing Adventures that range from relaxed cruises to hands-on sails, Sunset Sails aboard a classic 1984 O’Day 34 with views of the St. Pete skyline, and Private Sailing Lessons for beginner instruction on the water. Each outing is guided by a United States Coast Guard licensed captain who manages safety, navigation, and guest instruction.
Sail Quest focuses on authentic small-yacht experiences that let guests choose their level of involvement. Participants may take the helm under captain supervision, learn sail trim and basic seamanship during private lessons, or simply enjoy scenic cruising and sunset photography. The fleet operation emphasizes safety and a comfortable on-deck atmosphere suitable for couples, families, and individual sailors seeking skill development.
Reservations are organized by trip type and accommodate private bookings and group requests. Trip durations and departure points are based in St. Petersburg and operate on Tampa Bay waters. Publicly available boat details identify the primary sailing vessel as a 1984 O’Day 34, used for sunset sail experiences. Sail Quest presents factual trip summaries so prospective guests can select experiences matching their interests, whether seeking instruction, adventure, or leisure. For verification, interested customers are encouraged to consult the operator’s booking page or contact the listed captain for up-to-date scheduling and safety information. Safety briefings are standard before each departure and basic life jackets are provided for all guests. Booking details and schedule are posted online.
Location
St. Petersburg, FL
Departures based in St. Petersburg
Trips Offered
3 Experiences
Day sails, sunset, and private lessons
Primary Vessel
1984 O’Day 34
Classic small-yacht for sunset sails
Captain
USCG-licensed
Safety and navigation managed onboard
Select a Day Sailing Adventure, Sunset Sail, or Private Sailing Lesson and confirm availability on Sail Quest’s booking page
Arrive Early for Dockside Parking
Free parking is available right at the dock at 500 1st Ave SE—plan to arrive 15 minutes before your sail to settle in smoothly.
Bring Sunscreen and Light Layers
Evening sails can have lingering sun exposure and a cooling breeze; sunscreen and a light jacket will keep you comfortable.
Limited Capacity for Intimacy
With a maximum of four guests per trip, booking in advance is recommended to secure your preferred date and time.
Seas Might Be Calm But Watch Your Step
While the sail is easy and smooth, boat decks can be slippery—wear closed-toe shoes with good grip.
Sunscreen
Protects your skin during late afternoon sun exposure on the water.
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Light Windbreaker
Keeps you comfortable against cool breezes as evening temperatures drop.
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Non-slip Shoes
Ensures stable footing on the boat deck during the sail.
Camera or Smartphone
Capture vivid sunset hues and panoramic views of the St. Pete skyline.