sunset paddle board

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2 Hour Kayak Adventure

Private Tours

Sunset Paddle

Kayak Glow Tour

Full Day Kayak Adventure

Sunrise Tour

Beginner Paddleboard

Paddleboard Glow Tour

Paddle Board Fitness

Spot Marine
life

Learn paddle
skills

Trained Guides

Tours Page

Kayak Tours

2 Hour Kayak Adventure

When: 7 days a week
Where:little Bridge,OB
Ages: any age
What: Paddle during the day in Sengekontacket pond with our experienced tour guides! Common tour activities include wildlife sightings, oceanside kayaking, various games, and jumping off Jaws Bridge!

Book Here

Kayak Glow Tour

When: Mon, wed, fri, sat
Where:little Bridge,OB
Ages: min. 7 years old
What:Join us at sunset to enjoy the water at dark. Hop into your glass bottom kayak and take off for a paddle around the pond, where wildlife beneath the water will be visible from the glow of your lights!

Book Here

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Sunset kayak Tour

When: Mon, wed, fri, sat
Where:little Bridge,OB
Ages: any age
What: Paddle out in the calm, colorful waters of dusk, enjoying the wildlife & beauty of the coast. Land for a beach picnic as the sun sets! We use the moonlight to explore the pond on our return trip. Good for all ages!

Book Here

Sunrise tour

When: tuesdays
Where:little Bridge,OB
Ages: min. 10 years old
What:Watch the sun’s reflection on the water’s glassy surface and the gentle ripples from your wake as the sun slowly rises over the water. This is Chick’s favorite time on the water, owner recommended trip + private tour option

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Full day tours

Our full day Kayak Adventure is available seven days a week at 9 am. Lunch picnic, and snacks provided, a true sea kayaking experience. Departure locations based on wind & tides. Full Day locations: Aquinnah loop around the cliffs, Edgartown to the Chappaquiddick ‘Gut’, one-way Tashmoo to Menemsha drift or East & West Chop day in the rip!

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Pedal

Paddle

The bike tour begins & ends in the center of Oak Bluffs town, making it easy to find! The tour pedals around many beautiful sites and will be determined based on the guide and group. Surrounded by water and the sea air we park our bikes for a snack break on State Beach and fuel up for next adventure- a kayak tour! All equipment, guides and snack break included! Minimum party of 3.

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Private tour

When: 7 days a week
Where:little Bridge,OB
Ages: any age
What:Day time kayak or paddle board tour, but private! Set off with your own guide who will customize the tour to your groups interests! Paddle around the pond or head out into the ocean. Spot wildlife along the way and relax while improving your paddle skills.

Book Here

Paddle board Tours

Paddleboard Tours

Paddle Board TOur

When: 7 days a week
Where:little Bridge,OB
Ages: any age
What: Whether you have never been on a paddle board or you're a pro, we have a tour that will be perfect for you. Our tour guides are on hand to give lessons, help people up, and maybe even push people over!

Book Here

paddle board Glow Tour

When: mon, wed, fri, sat
Where:little Bridge,OB
Ages: min. 7 years old
What:New this year! Join us at sunset and hop into your glass bottom paddle board. Take off for a paddle around the pond, where wildlife beneath the water will be visible from the glow of your lights! BONUS: Solar Powered Tour

Book Here

sunset PADDLE BOARD TOUR

When: Mon, Wed, Fri, Sat
Where:little Bridge,OB
Ages: any age
What: Paddle out in the calm, colorful waters of dusk, enjoying the wildlife & beauty of the coast. Raft up for a beach picnic as the sun sets! We use the moonlight to explore the pond on our return trip. Good for all ages!

Book Here

Paddle Board fitness

When: Thursday
Where:little Bridge,OB
Ages: any age
What: Whether you have never been on a paddle board or you're a pro, our paddle board fitness class is for you. Our instructor will be there to guide you through stretching, paddling, and fun activities that get you moving!

Book Here

Paddle Board Yoga

Book Here

When: Sat
Where:little Bridge,OB
Ages: any age
What: Our relaxing paddle board flow is the best way to start your morning. Our instructor will be there to guide you through a peaceful flow on the water!

sunset paddle board

Book a tour

Spot Marine life

Learn paddle skills

Trained Guides

Kayak Tours

2 Hour Kayak Adventure

When: 7 days a week Where:little Bridge,OB Ages: any age What: Paddle during the day in Sengekontacket pond with our experienced tour guides! Common tour activities include wildlife sightings, oceanside kayaking, various games, and jumping off Jaws Bridge!

Kayak Glow Tour

When: Mon, wed, fri, sat Where:little Bridge,OB Ages: min. 7 years old What:Join us at sunset to enjoy the water at dark. Hop into your glass bottom kayak and take off for a paddle around the pond, where wildlife beneath the water will be visible from the glow of your lights!

Sunset kayak Tour

When: Mon, wed, fri, sat Where:little Bridge,OB Ages: any age What: Paddle out in the calm, colorful waters of dusk, enjoying the wildlife & beauty of the coast. Land for a beach picnic as the sun sets! We use the moonlight to explore the pond on our return trip. Good for all ages!

Sunrise tour

When: tuesdays Where:little Bridge,OB Ages: min. 10 years old What:Watch the sun’s reflection on the water’s glassy surface and the gentle ripples from your wake as the sun slowly rises over the water. This is Chick’s favorite time on the water, owner recommended trip + private tour option

Full day tours

Pedal

Paddle

Private tour

Paddle board Tours

Paddle Board TOur

When: 7 days a week Where:little Bridge,OB Ages: any age What: Whether you have never been on a paddle board or you're a pro, we have a tour that will be perfect for you. Our tour guides are on hand to give lessons, help people up, and maybe even push people over!

paddle board Glow Tour

When: mon, wed, fri, sat Where:little Bridge,OB Ages: min. 7 years old What:New this year! Join us at sunset and hop into your glass bottom paddle board. Take off for a paddle around the pond, where wildlife beneath the water will be visible from the glow of your lights! BONUS: Solar Powered Tour

sunset PADDLE BOARD TOUR

When: Mon, Wed, Fri, Sat Where:little Bridge,OB Ages: any age What: Paddle out in the calm, colorful waters of dusk, enjoying the wildlife & beauty of the coast. Raft up for a beach picnic as the sun sets! We use the moonlight to explore the pond on our return trip. Good for all ages!

Paddle Board fitness

When: Thursday Where:little Bridge,OB Ages: any age What: Whether you have never been on a paddle board or you're a pro, our paddle board fitness class is for you. Our instructor will be there to guide you through stretching, paddling, and fun activities that get you moving!

Paddle Board Yoga

When: Sat Where:little Bridge,OB Ages: any age What: Our relaxing paddle board flow is the best way to start your morning. Our instructor will be there to guide you through a peaceful flow on the water!

Spot Marine
life

Learn paddle
skills

When: 7 days a week
Where:little Bridge,OB
Ages: any age
What: Paddle during the day in Sengekontacket pond with our experienced tour guides! Common tour activities include wildlife sightings, oceanside kayaking, various games, and jumping off Jaws Bridge!

When: Mon, wed, fri, sat
Where:little Bridge,OB
Ages: min. 7 years old
What:Join us at sunset to enjoy the water at dark. Hop into your glass bottom kayak and take off for a paddle around the pond, where wildlife beneath the water will be visible from the glow of your lights!

When: Mon, wed, fri, sat
Where:little Bridge,OB
Ages: any age
What: Paddle out in the calm, colorful waters of dusk, enjoying the wildlife & beauty of the coast. Land for a beach picnic as the sun sets! We use the moonlight to explore the pond on our return trip. Good for all ages!

When: tuesdays
Where:little Bridge,OB
Ages: min. 10 years old
What:Watch the sun’s reflection on the water’s glassy surface and the gentle ripples from your wake as the sun slowly rises over the water. This is Chick’s favorite time on the water, owner recommended trip + private tour option

When: 7 days a week
Where:little Bridge,OB
Ages: any age
What: Whether you have never been on a paddle board or you're a pro, we have a tour that will be perfect for you. Our tour guides are on hand to give lessons, help people up, and maybe even push people over!

When: mon, wed, fri, sat
Where:little Bridge,OB
Ages: min. 7 years old
What:New this year! Join us at sunset and hop into your glass bottom paddle board. Take off for a paddle around the pond, where wildlife beneath the water will be visible from the glow of your lights! BONUS: Solar Powered Tour

When: Mon, Wed, Fri, Sat
Where:little Bridge,OB
Ages: any age
What: Paddle out in the calm, colorful waters of dusk, enjoying the wildlife & beauty of the coast. Raft up for a beach picnic as the sun sets! We use the moonlight to explore the pond on our return trip. Good for all ages!

When: Thursday
Where:little Bridge,OB
Ages: any age
What: Whether you have never been on a paddle board or you're a pro, our paddle board fitness class is for you. Our instructor will be there to guide you through stretching, paddling, and fun activities that get you moving!

When: Sat
Where:little Bridge,OB
Ages: any age
What: Our relaxing paddle board flow is the best way to start your morning. Our instructor will be there to guide you through a peaceful flow on the water!