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New Yorkers 1st Choice
Local picks in Madeira Beach

Date spots

Made for those who treat every outing as an opportunity to impress someone new.

Based on 678 Opinions
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Updated May 2026
01
The West Events image 1
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Event venue

Modern industrial design meets rustic charm with beachside views and a courtyard for relaxed mingling. A private bridal suite offers quiet escape, while staff flexibility eases scheduling. Moody interiors and tropical outdoor spaces create a stylish, lively vibe.

Private bridal suite with a private bathroom offers a quiet spot to escape the chaos. Staff show flexibility by accommodating date changes without extra fees.

People are saying

"The staff made our wedding day seamless and easy."

"It's got this gorgeous, modern industrial vibe with raw brick."

"The staff here made our wedding day seamless and fun."

Good to know

1

The venue can accommodate both indoor and outdoor events.

2

Parking is limited due to the venue's location between houses and businesses.

3

The venue is LGBTQ+ affirming, making it inclusive for all events.

02
Salty Dog Charters image 1
Fishing charter

Fishing trips bring shared excitement with catches like Red Grouper and Trout. Expert captain guides every trip, ensuring consistent success even in tough weather. Warm, family-run vibe suits all skill levels and special occasions.

Fishing trips offer shared excitement with catches like Red Grouper, Trout, and Lady fish. Couples often choose this for special occasions like weddings or first offshore experiences.

People are saying

"Captain Brandon really knows his fishery and put us on lots of fish."

"This place is so Kid Friendly; my son caught a huge shark!"

"You'll catch so many fish on these date spots!"

Good to know

1

Reservations are recommended as spots fill up quickly, especially during peak season.

2

Salty Dog Charters offers both inshore and offshore fishing experiences.

3

The captain provides all necessary fishing gear and bait for the trip.

03
Woody's Watersports image 1
Water sports equipment rental service

Water sports rentals feature well-maintained jet skis and a large freestyle area perfect for beginners. The spot feels family friendly and safe, with a friendly dog adding charm. Ideal for couples, it offers a memorable experience great for special occasions.

Offers a memorable experience that suits couples and families alike. Works well as a special occasion gift for celebrations.

People are saying

"I had so much fun riding jet skis out on the water."

"The staff here is so friendly and helpful with kids."

"The staff here are so accommodating and friendly, making it a great spot for dates."

Good to know

1

The early bird special offers ample parking and great rates.

2

Morning happy hour provides discounted rates for early bookings.

3

Prices for jet ski rentals are very reasonable compared to other places.

04
Shoreline Island Resort image 1

Resort hotel boasts breathtaking ocean views and a private balcony for each room. Adults-only policy ensures a quiet, peaceful atmosphere perfect for couples seeking a cozy retreat. Heated pool adds a relaxing spot shielded from sand and wind.

Offers a cozy atmosphere that feels like a home away from home. Stays here often become a familiar and comfortable retreat for couples.

People are saying

"It's wonderful to walk along the beach right here."

"It's a romantic escape perfect for couples to reconnect."

"It's a quiet beachfront resort with beautiful gulf views."

Good to know

1

The resort is an adult-only property for guests aged 21 and over.

2

The beach is just steps away from the resort.

3

The resort is very clean and well-maintained.

05
Amish Creamery Co image 1
Ice cream shop

Small ice cream shop offers handmade flavors like blueberry cheesecake and praline pecan, perfect for couples. Outdoor benches provide a simple, neat atmosphere with shade in the evening. Prices stay affordable while quality remains exceptional.

Pairs can enjoy a variety of ice cream flavors like blueberry cheesecake, pistachio, and praline pecan. Options include rich choices such as triple peanut butter cup and mudslide, offering a sweet treat for two.

People are saying

"This ice cream is the creamiest and most delicious I've ever had."

"The chocolate ice cream here is delicious and tasted fresh."

"The ice cream here is the best I've ever had."

Good to know

1

The ice cream is handmade with a unique selection of flavors.

2

Prices can be high, with some cups costing around $20 each.

3

There is no indoor seating; customers must stand outside or sit in their cars.

06
Gators Parasail image 1
Parasailing ride operator

Parasailing offers breathtaking ocean views and a friendly boat atmosphere perfect for couples celebrating special occasions. Shared rides create memorable experiences with options to stay dry or get wet. Kayaking and jet skiing add more fun for pairs seeking adventure.

Parasailing stands out as a popular activity for couples, often marking special occasions like birthdays. Other water sports like kayaking and jet skiing also offer fun shared experiences for pairs.

People are saying

"The crew made the parasailing experience so much fun and professional."

"The guides were so interactive and friendly with the kids."

"The crew here is so kind and helpful for Date Spots."

Good to know

1

Reservations are recommended early in your trip due to weather dependencies.

2

Pregnant women are not allowed on the boat for safety reasons.

3

The crew prioritizes passenger safety and provides thorough orientation.

07
Hubbard's Marina image 1
Tourist attraction

Boat cruises offer spectacular sunset views and a caring chill vibe with great music. Friendly crew give handmade shell necklaces and spot dolphins, adding charm. Private fishing charters make long, engaging outings perfect for couples seeking connection.

Private fishing charters and dolphin cruises offer long, engaging outings perfect for couples. Handmade shell necklaces add a personal touch to the experience.

People are saying

"I caught a lot of fish and had a great time."

"Seeing lots of dolphins up close was a fantastic fun activity."

"The captains here are so funny and informative for Date Spots."

Good to know

1

Tickets need to be purchased in advance because they fill up quickly.

2

They host a live feed every Sunday night at 7:30 pm EST where you can win a free trip or swag.

3

Expect to see dolphins during the cruise to and from the island.

08
Courtyard by Marriott St. Petersburg Clearwater/Madeira Beach image 1

Hotel offers waterfront views with balconies overlooking the gulf, canal, and pool. Atmosphere stays peaceful and relaxed, featuring a heated resort-style pool and jacuzzi with excellent views. Spaces include an elegant lobby and outdoor lounge areas designed for privacy and comfort.

People are saying

"It's a quick walk to the beach with a nice view."

"The modern staff are so friendly and helpful."

"Brian at the front desk was truly amazing."

Good to know

1

Happy Hour at the bar runs daily with discounted drinks.

2

Parking costs $20 per day at the hotel.

3

The hotel offers clean and spacious rooms with beautiful water views.

09
Mad Pub image 1
Sports bar

Open-air sports bar buzzes with live music and surrounding TVs. Bartenders craft Espresso Martinis and smoked Old Fashioneds perfect for dates. Outdoor seating and a vast bourbon selection create a lively, welcoming vibe.

Bartenders serve excellent drinks like the Espresso Martini with a rock candy lolly and the smoked Old Fashioned with craft ice and garnish. It works well as a spot to relax while others shop.

People are saying

"The bartenders at this pub are so attentive and make great beer suggestions."

"It's a great atmosphere to smoke cigars and hang out."

"The craft drinks here are excellent, especially the Old Fashioned."

Good to know

1

Karaoke night happens every Wednesday, so come ready to sing.

2

Live entertainment is available on many evenings, check the schedule.

3

Parking meters are in effect, so pay to avoid fines.

10
Royal Conquest Pirate Ship image 1
Tourist attraction

Sailing on a pirate ship offers a laid-back atmosphere with stunning bay views. Friendly crew in pirate gear lead interactive activities like treasure hunts, making it perfect for fun dates and family outings. Wheelchair access and seat choices add comfort.

Adventure on a pirate ship creates a fun and unique date experience. The tour welcomes couples and families, with options for wheelchair accessibility and space selection before boarding.

People are saying

"The crew is so fun and interactive with the kids!"

"The crew made the fun activities so engaging and informative."

"The crew's energy and character made it a fantastic time."

Good to know

1

The pirate cruise features fun activities like story time and a limbo contest.

2

Expect a lively crew that entertains throughout the cruise.

3

Water gun fights are part of the adventure, making it great for kids.

11
Barefoot Beach Club image 1

Resort hotel offers quiet beach and sunset views perfect for couples and families. Pools for adults and kids add to the relaxing vibe. Renting beach recliners with umbrellas makes for a comfortable date spot by the sea.

Beachfront apartments offer a relaxed setting for couples. Renting beach recliners with an umbrella for $20 a day lets you enjoy the sand comfortably.

People are saying

"The beach view from the room was gorgeous."

"This Hotel's staff, especially Jeremy, is genuinely kind and thoughtful."

"The rooms here are super clean with spectacular beach views."

Good to know

1

The hotel is steps from the beach, making it easy to access.

2

The location is within walking distance of several restaurants and shops.

3

Smoking is not allowed on the property.

12
Mario's Ristorante Italiano image 1
Italian restaurant

Small Italian spot offers intimate atmosphere with an open kitchen and classic music. Perfect for date nights, featuring standout dishes like linguine with clams and Linguine Alio Olio. Cozy space fills quickly, adding to the charm.

Perfect for a date night with an authentic Italian experience. Dishes like linguine with clams in a light cream sauce and Linguine Alio Olio with garlic and olive oil stand out.

People are saying

"I thought the Italian food tasted great and authentic."

"I found the food to be the best I have ever had."

"The food here is amazing, truly comparable to the best of Europe."

Good to know

1

Mario's offers early bird specials from 5-6 PM at a great value.

2

Seating starts at 5 PM and second seating at 7 PM.

3

Mario's Ristorante Italiano does not take reservations.

13
Smugglers Cove Adventure Golf image 1
Miniature golf course

Bright, colorful pirate-themed decor creates a fun vibe. Live alligator feeding adds a unique twist. Well-maintained holes and scenic views keep the game engaging. Perfect for casual date nights with a lighthearted, kid-friendly atmosphere.

Fun and casual atmosphere suits date nights well. Offers a lighthearted activity that works for couples and families alike.

People are saying

"This mini-golf course is a fun activity with creative holes."

"The gators here are a cool surprise."

"It's a fun little date spot for mini golf."

Good to know

1

The cost per person is $19 for mini golf.

2

The course is not accessible for people with disabilities.

3

Ice cream and cold drinks are available on site.

14
Calypso Breeze image 1
Restaurant

Three-story boat offers amazing sunset views and a romantic atmosphere perfect for date spots. Enjoy strong rum punch and a fresh seafood buffet while dancing to upbeat beachy music. The calm cruise keeps energy lively for all ages.

Evening sunset cruises offer amazing views and a romantic atmosphere. Drinks are spectacular, making it a solid choice for couples celebrating special moments.

People are saying

"The buffet had a nice variety of fresh food, I loved it."

"The sunset views from the deck were beautiful."

"The food and tropical drinks at these Date Spots were delicious."

Good to know

1

The ticketing information incorrectly states boarding at 6pm; verify before arrival.

2

Expect high temperatures on the boat; air conditioning is ineffective.

3

The buffet is all-you-can-eat for the first hour, then service stops.

15
Cambria Hotel St. Petersburg-Madeira Beach Marina image 1

Rooftop pool and bar offer spectacular ocean views and a perfect sunset spot. Champagne greeting and treasure box prize add a celebratory vibe for date spots. Fishing off St. John's Pass provides a relaxing outdoor activity for couples.

Champagne greeting and a treasure box prize for kids create a celebratory vibe. Fishing off St. John's Pass adds a relaxing outdoor activity for couples.

People are saying

"The hotel staff here is the friendliest I've ever encountered."

"The rooftop pool and bar offer amazing ocean views and sunsets."

"It's perfect for anniversaries; they even gave us champagne."

Good to know

1

Parking costs $25 per night, mandatory valet service required.

2

The hotel has a sunset toast event with free shots every evening.

3

Live music and karaoke are offered most nights.

16
Mad Beach Ink image 1
Tattoo and piercing shop

Offers a laid back vibe with a friendly atmosphere perfect for couples seeking a shared experience. Clean, well-lit space highlights detailed work done with an older-fashioned tattoo gun. Ideal for matching or small, dainty tattoos on dates.

Couples get matching tattoos or small, dainty designs together. The spot suits those wanting a shared, memorable experience during a trip.

People are saying

"Dani made my dream come true with amazing line work."

"Dani made the whole process feel really relaxed and easy."

"Dani was professional and kind, making our tattoo experience wonderful."

Good to know

1

The shop is clean and well-lit, providing a comfortable atmosphere.

2

Tattoo procedures are quick and generally comfortable for clients.

3

Dani, the artist, is known for his detailed and beautiful work.

17
John's Pass image 1
Tourist attraction

Boardwalk offers beautiful water views and a romantic atmosphere perfect for couples. Enjoy unique shopping like ear-covering hats and lively family-friendly games. Boat rides and live shows keep the vibe vibrant and fun.

A day here offers a relaxed setting for couples with scenic views and spots to explore together. Shopping for unique items like ear-covering hats adds a fun, casual vibe to the outing.

People are saying

"It's a fun place with lots of shopping and things to see."

"I enjoyed the beautiful ocean views here."

"It's a charming spot with lively crowds and cute shops."

Good to know

1

Parking costs $33 for three hours, with limited public spots available.

2

The Seafood Festival occurs annually, featuring numerous food trucks and stands.

3

Happy hour at Scully's offers discounted drinks and appetizers.

18
Angry Pepper image 1
Restaurant

Open-air dining on a pier offers sunset views and a cool breeze. Couples enjoy brisket and rib combo or Ahi Tuna Tacos for shared meals. Live rock music and dock access create a laid-back beach bar vibe perfect for dates.

Frequent visits highlight the spot's appeal for couples. Dishes like the brisket and rib combo, pulled pork dinner, and Ahi Tuna Tacos offer a variety of flavors that suit shared meals.

People are saying

"The food here is phenomenal and delicious."

"The American Food brisket here is flavorful and tender."

"The brisket here is flavorful, tender, and smoky โ€“ perfect for Date Spots."

Good to know

1

Parking can be tricky due to the small lot and the risk of being towed.

2

The surcharge for card payment is not disclosed at the time of payment.

3

Taco Tuesdays offer great deals on food and drinks.

19
Sculley's Seafood Restaurant image 1

Outdoor seating on a small dock offers waterfront views and frequent dolphin sightings. Seafood dishes like crawfish boil delight the palate while attentive staff create a special atmosphere. Lively music adds to the fun vibe, perfect for celebrations.

Seafood dishes like crawfish and shrimp boil with special sauce create a memorable meal. Staff make occasions feel special with attentive service. The setting suits celebrations like birthdays.

People are saying

"I enjoyed the great waterfront views right by the sea."

"The seafood boils here are amazing and fantastic."

"The atmosphere and view make it a great spot for a date."

Good to know

1

Reservations are recommended to secure a table, especially during peak hours.

2

Happy hour runs from 3 to 5 PM with $6 specialty drinks.

3

The menu features a variety of seafood options, but Lobster Bisque may not always be available.

20
Ember Rooftop Lounge at the Cambria Madeira Beach image 1

Rooftop lounge offers panoramic ocean views and a pool deck for a modern, relaxed vibe. Live music and stunning sunsets create a perfect backdrop for casual dates. Shareable appetizers make it easy to enjoy time with a partner or friends.

Several appetizers offer a delightful start, making it easy to share and enjoy together. The setting suits a casual outing with a partner or friends visiting the area.

People are saying

"The view from the rooftop is beautiful and amazing."

"Sabrina made me feel so comfortable and welcomed."

"The views from these date spots are really great."

Good to know

1

The lounge automatically adds a 20% gratuity to all bills.

2

Happy hour offers discounted drinks and appetizers from 4-7pm on weekdays.

3

Karaoke nights are popular and happen on Thursdays.

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Madeira Beach, Florida

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