Clearwater Beach Wedding Directory

the weekend, solved

Plan Your Weekend Around Fenway Hotel

If you're marrying at Fenway Hotel, keep the whole weekend within about 25 miles: block rooms at Meranova Guest Inn, book the rehearsal dinner at The Living Room on Main, point guests at The Fred Marquis Pinellas Trail between events.

You've found the venue — this page places everything else. Every recommendation below is a verified Clearwater Beach business from our local guide, ranked by distance from Fenway Hotel and its home base of Dunedin: same-town favorites first, close neighbors where the town comes up short.

The Fenway Hotel venue guide → Build the day-by-day itinerary →

friday evening

Rehearsal Dinner Spots

Group-savvy kitchens within a short drive of Fenway Hotel — book the room 8–10 weeks out.

Dunedin under 1 mi

The Living Room on Main

Family-owned New American on Dunedin's Main Street — world-inspired plates, weekend late hours, live entertainment.

why here The Dunedin group table: upscale-but-relaxed dining in the middle of the main street your guests want to wander anyway. It's under a mile from Fenway Hotel.

Read the full guide →

Dunedin under 1 mi

Dunedin Brewery

Florida's oldest operating microbrewery (since 1996) — two live stages, weekend bands, smashburgers, and late-night wings.

why here The bach crawl's anchor tenant: start here, and the night's live music and the first-round toast are already handled. It's under a mile from Fenway Hotel.

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Clearwater Beach ~3 mi

Clear Sky Beachside Cafe

The all-day Mandalay Avenue anchor — breakfast from 7 a.m., seafood and steaks at night, and rehearsal dinners by name.

why here Its own events page lists "rehearsal dinners" outright — with an online form for date, time, and guest count. It's about 3 miles from Fenway Hotel.

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for her crew

Bachelorette Outings

Wine, spa mornings, and big-photo afternoons within reach of Fenway Hotel.

Dunedin under 1 mi

7venth Sun Brewery

Woman-owned sour-and-hazy specialist half a block off the Pinellas Trail — ten taps from a 3.5-barrel system.

why here The tasteful second stop: an art-filled taproom whose creamsicle wheat converts the "I don't like beer" contingent. It's under a mile from Fenway Hotel.

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Safety Harbor ~6 mi

The Spa at Safety Harbor Resort

50,000 square feet and 30 treatment rooms over natural mineral springs — with bridal packages and an on-site salon.

why here The region's definitive spa morning: bridal-party treatments, wedding hair and makeup, and springs the resort has poured since 1926. It's about 6 miles from Fenway Hotel.

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Clearwater Beach ~3 mi

Frenchy's Rockaway Grill

Open-air beachfront dining directly on the Gulf sand — grouper sandwiches, live music daily, sunset every night.

why here The welcome party that plans itself: point everyone at the beach, order super groupers, let the sunset run the show. It's about 3 miles from Fenway Hotel.

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for his crew

Bachelor Outings

Breweries, dance halls, and adrenaline within reach of Fenway Hotel.

Dunedin under 1 mi

7venth Sun Brewery

Woman-owned sour-and-hazy specialist half a block off the Pinellas Trail — ten taps from a 3.5-barrel system.

why here The tasteful second stop: an art-filled taproom whose creamsicle wheat converts the "I don't like beer" contingent. It's under a mile from Fenway Hotel.

Read the full guide →

Clearwater Beach ~3 mi

Frenchy's Rockaway Grill

Open-air beachfront dining directly on the Gulf sand — grouper sandwiches, live music daily, sunset every night.

why here The welcome party that plans itself: point everyone at the beach, order super groupers, let the sunset run the show. It's about 3 miles from Fenway Hotel.

Read the full guide →

Clearwater Beach ~3 mi

Crabby's Beachside Pavilion

Florida's oldest beach pavilion, approaching its 100th year — daily breakfast, beachfront tables, live entertainment.

why here The all-hours beach clubhouse: breakfast at 8, live music by afternoon, and unforgettable Gulf views the whole time. It's about 3 miles from Fenway Hotel.

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between the events

Group Activities & Local Attractions

Where to point the whole guest list between ceremony and send-off — day-after brunches included.

Pinellas County under 1 mi

The Fred Marquis Pinellas Trail

47 miles of rail-trail from St. Pete to Tarpon Springs — running straight through downtown Dunedin's brewery row.

why here Rent bikes, point the wedding party north: the trail threads Dunedin's main street, so the ride and the taproom crawl are the same route. It's under a mile from Fenway Hotel.

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Dunedin Causeway ~4 mi

Sail Honeymoon

Kayak and paddleboard rentals on the Dunedin Causeway — Caladesi Island a 15-minute paddle across protected water.

why here The no-reservation outing: walk up, rent boards, and paddle the wedding party to a state-park island before lunch. It's about 4 miles from Fenway Hotel.

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Dunedin ~4 mi

Caladesi Island via the Caladesi Ferry

A 20-minute ferry to three miles of boat-access-only beach — one of America's ranked best, wild and unbuilt.

why here The guest outing that feels like a secret: a real desert-island beach, an hour door to door from the wedding hotels. It's about 4 miles from Fenway Hotel.

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the room block

Where to Stay

The lodging closest to Fenway Hotel that can actually absorb a wedding crowd.

Dunedin under 1 mi

Meranova Guest Inn

A restored 1910 house turned nine-unit inn, footsteps from downtown Dunedin — heated pool with its own tiki bar.

why here The Dunedin takeover: nine private-entrance suites and apartments put the wedding party one block from the rehearsal-dinner street. It's under a mile from Fenway Hotel.

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Clearwater Beach ~3 mi

Barefoot Bay Resort & Marina

A 1950s bayside motel-resort with a heated pool, its own 24-slip marina, and published nightly rates.

why here The budget-honest block two minutes from the sand — with boat slips for the guests who arrive by water. It's about 3 miles from Fenway Hotel.

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Clearwater Beach ~3 mi

East Shore Resort

Eleven apartment units on Clearwater Bay — full kitchens, a heated pool, a big fishing dock, and zero resort fees.

why here Eleven kitchen-equipped units is a wedding-party buyout waiting to happen — the whole crew under one roof by the dock. It's about 3 miles from Fenway Hotel.

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quick answers

Fenway Hotel Weekend FAQ

Where should we host the rehearsal dinner near Fenway Hotel?
The Living Room on Main (Dunedin), Dunedin Brewery (Dunedin), Clear Sky Beachside Cafe (Clearwater Beach) — all within about 25 miles of Fenway Hotel. The Living Room on Main is the top pick: Family-owned New American on Dunedin's Main Street — world-inspired plates, weekend late hours, live entertainment.
Where should wedding guests stay near Fenway Hotel?
Meranova Guest Inn (Dunedin), Barefoot Bay Resort & Marina (Clearwater Beach), East Shore Resort (Clearwater Beach). The Dunedin takeover: nine private-entrance suites and apartments put the wedding party one block from the rehearsal-dinner street. It's under a mile from Fenway Hotel.
What can wedding guests do near Fenway Hotel between events?
The Fred Marquis Pinellas Trail (Pinellas County), Sail Honeymoon (Dunedin Causeway), Caladesi Island via the Caladesi Ferry (Dunedin). 47 miles of rail-trail from St. Pete to Tarpon Springs — running straight through downtown Dunedin's brewery row.

keep planning

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