Urban Oasis

Multihull Sailing Training on the Gulf Coast

Hands-on trimaran sailing instruction, coaching, and on-water experiences with Windcraft Multihulls.

Urban Oasis

Multihull Sailing Training on the Gulf Coast

Hands-on trimaran sailing instruction, coaching, and on-water experiences with Windcraft Multihulls.

Urban Oasis

Multihull Sailing Training on the Gulf Coast

Hands-on trimaran sailing instruction, coaching, and on-water experiences with Windcraft Multihulls.

Training

Up to $5,000 Purchase Credit

Up to $5,000 Purchase Credit

Training Fees Will Apply Toward a New Boat

Training Fees Will Apply Toward a New Boat

Training Fees Will Apply Toward a New Boat

Any eligible training fees paid may be credited toward the purchase of a qualifying new boat, up to a maximum of $5,000. For example, a 48-hour Dragonfly 36 training session followed by a qualifying new boat purchase will receive the full credit.

Any eligible training fees paid may be credited toward the purchase of a qualifying new boat, up to a maximum of $5,000. For example, a 48-hour Dragonfly 36 training session followed by a qualifying new boat purchase will receive the full credit.

Any eligible training fees paid may be credited toward the purchase of a qualifying new boat, up to a maximum of $5,000. For example, a 48-hour Dragonfly 36 training session followed by a qualifying new boat purchase will receive the full credit.

Dragonfly 36 Sailboat
Dragonfly 36 Sailboat
Dragonfly 36 Sailboat

Dragonfly 36 Training & Adventure Sailing

Private, hands-on Dragonfly 36 instruction for owners and prospective owners, from focused demonstration sails to full-day training and multi-day adventure passages. Cape Cod programs are available July 5 - September 30, with Annapolis and winter Caribbean programs coming soon.

PRIVATE & SMALL-GROUP PROGRAMS

PRICE: FROM $750

sailboat
sailboat
sailboat

Day Training

Experience a full day aboard a Corsair Cruze 970 or Corsair 880 (Seawind 1160XL coming in summer 2026. Dragonfly 28 Performance coming in early 2027!) with an experienced licensed USCG captain in the beautiful waters of Pensacola, Florida. This thrilling, yet relaxing experience can be geared towards skilled multihull sailors wishing to improve their skills on a performance multihull or the beginner, looking for an introduction to the excitement of sailing a multihull. We will create a custom plan to address your needs.

UP TO 4 PASSENGERS

PRICE: $1,350 / DAY

boat on water
boat on water

Santa Rosa Island Circumnavigation

Experience a 3-day, 2-night adventure on the beautiful waters of the Emerald Coast with a licensed captain on a nicely outfitted Corsair Cruze 970. This is an interactive hands-on adventure in which we will circumnavigate Santa Rosa Island. During this 100-mile experience you will learn cruising tactics, race tactics, beaching, anchoring, navigation, safety, beach campfires, everything in-between. This is the only training passage of its kind on a Corsair offered in the country, maybe the world!

All food and drink are included

UP TO 4 PASSENGERS

PRICE: $5,250 / PASSAGE

boat at beach
boat at beach
boat at beach

Race to Nowhere

We are excited to offer an offshore adventure, typically lasting 24 to 48 hours. The standard plan involves setting a course of 50–150 miles (depending on the forecast) to a designated mark in the Gulf, generally due south of the Pensacola Pass. The objective is to round the mark and return to port as quickly as possible. We also offer a hybrid option: a 24-hour "Race to Nowhere." Upon returning to the bay, we can enjoy a day of leisure sailing, camping, fishing, exploring, and sightseeing. That night, the offshore challenge can be celebrated with a campfire or dinner at the Pensacola Yacht Club. (Seawind 1160XL coming in summer 2026. Dragonfly 28 Performance coming in early 2027!)

UP TO 4 PASSENGERS

PRICE: $4,950 / 48 HRS; $2,450 / 24 HRS

Contact us

Book Your Training

Share a few details about your experience and what you’d like to learn, and we’ll reach out with next steps.

Contact us

Book Your Training

Share a few details about your experience and what you’d like to learn, and we’ll reach out with next steps.

Contact us

Book Your Training

Share a few details about your experience and what you’d like to learn, and we’ll reach out with next steps.