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New Yorkers 1st Choice
Madeira Beach's best

Date and dinner spots

Made for those who view a shared evening meal as the most important part of a romantic connection.

Based on 665 Opinions
+662
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Updated May 2026
01
Hubbard's Marina image 1
Hubbard's Marina image 2
Hubbard's Marina image 3
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Tourist attraction

Boat cruises offer spectacular sunset views and a caring chill vibe with great music at comfortable volumes. Friendly crew provide complimentary shell necklaces and point out wildlife like dolphins, enhancing the welcoming atmosphere. A small bar serves affordable drinks and snacks, supporting a relaxed and enjoyable experience on well-kept boats.

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

Dinner features fresh fish often caught during the day and served Cajun fried. Meals include enjoying the catch prepared simply and freshly in the evening.

People are saying

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

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

"You can get your catch fried Cajun style for dinner here."

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.

02
Calypso Breeze image 1
Restaurant

Three-story boat offers dining, dancing, and sightseeing with amazing sunset views from the upper deck. Music stays beachy and upbeat, keeping energy lively across all ages. Strong rum punch and a buffet featuring fresh seafood complement the relaxing, calm cruise atmosphere.

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

Dinner cruises offer fun evenings with dancing and beautiful sunset views. The experience suits large groups and provides a relaxing atmosphere on the water.

People are saying

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

"The dinner here was amazing, better than some high-end restaurants."

"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.

03
Mario's Ristorante Italiano image 1
Italian restaurant

Small Italian restaurant with intimate, cozy atmosphere and open kitchen where diners watch meals prepared. Classic Italian music plays, enhancing the authentic, old school feel. Space fills quickly due to limited seating and quaint home-style decor.

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.

A relaxing and romantic atmosphere sets the scene for dinner. Bottles of Classico Chianti come at reasonable prices, complementing the meal well.

People are saying

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

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

"The food here is delicious and served hot."

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.

04
John's Pass image 1
Tourist attraction

Boardwalk with beautiful water views and lively crowds creates a romantic and cozy atmosphere at night. Activities include boat rides, live entertainment, and family-friendly games, making it a busy spot with a vibrant vibe.

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.

Dinner happens right by the ocean with chances to see dolphins nearby. Options include grabbing a meal to relax or enjoying a waterfront dinner with family or friends.

People are saying

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

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

"I had a nice dinner right on the water."

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.

05
Sculley's Seafood Restaurant image 1

Outdoor seating on a small dock offers waterfront views with frequent sightings of dolphins and wildlife. The atmosphere is relaxing and lively, enhanced by excellent music and a fun vibe. Cocktails and seafood dishes complement the setting, creating a memorable dining experience.

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.

Dinner offers amazing meals with spectacular service and a great atmosphere. Staff like Casey add to the experience.

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.

06
Cambria Hotel St. Petersburg-Madeira Beach Marina image 1

Rooftop pool and bar offer spectacular ocean views and a perfect sunset spot. The hotel maintains a modern, upscale atmosphere with balconies in every room overlooking the beach. The pool area provides a relaxing, quiet environment despite the louder surroundings nearby.

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."

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

"The staff here makes you feel like friends you've known for a while."

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.

07
Angry Pepper image 1
Restaurant

Open-air dining on a pier overlooks calm waters with a cool breeze and beautiful sunset views. The atmosphere blends laid-back beach bar vibes with live rock music, creating an inviting and energetic space. Guests often arrive by boat, enjoying dock access alongside hearty BBQ and classic sandwiches.

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.

Combo dinners feature brisket and ribs or pulled pork with rich flavors. The bar offers a lively atmosphere for dining in or take-out.

People are saying

"The food here is phenomenal and delicious."

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

"You'll love the combo dinner spots here; they let you try a little of everything."

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.

08
Walt'z Fish Shak image 1
Seafood restaurant

Small seafood restaurant offers fresh fish caught daily with a quaint, cozy atmosphere that feels like stepping into Key West. The vibe is laidback and authentic, with chalkboard menus and intimate seating including porches and outside tables. No liquor is served, emphasizing a casual, local charm.

Blackened grouper and snapper stand out as memorable dishes. The unique house slaw adds a special touch that even slaw skeptics enjoy. The spot holds many lasting memories and moments for couples.

People are saying

"I thought the fish here was the freshest I'd ever had."

"The fish dinner here is the freshest I've ever had."

"The seafood here is amazing, especially the grouper."

Good to know

1

Reservations are not accepted, so arrive early to avoid missing out on fresh fish.

2

The menu changes daily based on the catch, so check the chalkboard for options.

3

Expect to pay between $40 and $50 per plate for seafood.

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Madeira Beach, Florida

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