Best (Highest Rated) Restaurants - Stay Young Getaways LLC

Stay Young Getaways, LLC

The Best (Close with One Exception) , AI's Average of Ratings

Aspen Grille

⭐ 4.75 avg (OT 4.9 • TA 4.6)

Price Category: $$$$ Est. $75–$120/pp

Contemporary American with prime steaks, seasonal seafood, and an award-winning wine list.

Driving Distance From Grande Cayman: ~2.5 mi

Menu Directions OpenTable

SeaBlue Restaurant & Wine Bar

⭐ 4.85 avg (OT 5.0 • TA 4.7)

Price Category: $$$$ Est. $90–$140/pp

Boutique fine dining with a deep wine list; polished service and creative seafood/steak plates.

Driving Distance From Grande Cayman: ~13–14 mi north

OpenTable Tripadvisor Directions

New York Prime

⭐ 4.6 avg (OT 4.8 • TA 4.4)

Price Category: $$$$ Est. $85–$150/pp

USDA Prime only; classic white-tablecloth steakhouse with a deep cellar.

Driving Distance From Grande Cayman: ~1.6 mi

Menu Directions OpenTable

Hook & Barrel

⭐ 4.7 avg (TA 4.7)

Price Category: $$$$ Est. $45–$80/pp

Sustainably minded seafood with a lively oyster bar and open-kitchen theatrics.

Driving Distance From Grande Cayman: ~1.2 mi

Menu Directions Tripadvisor

The Library

⭐ 4.5 avg (TA 4.5)

Price Category: $$$$ Est. $70–$120/pp

Old-world fine dining with tableside classics—Steak Diane, Caesar, Bananas Foster.

Driving Distance From Grande Cayman: ~3 mi

Menu Directions OpenTable

21 Main at North Beach

⭐ 4.55 avg (OT 4.7 • TA 4.4)

Price Category: $$$$ Est. $80–$130/pp

Refined steak & sushi experience with a plush dining room and polished service.

Driving Distance From Grande Cayman: ~11 mi north

Menu Directions OpenTable

Ruth’s Chris Steak House

⭐ 4.5 avg (OT 4.7 • TA 4.3)

Price Category: $$$$ Est. $70–$120/pp

Sizzling USDA Prime with marina-area ambiance at Grande Dunes.

Driving Distance From Grande Cayman: ~6 mi

Menu Directions OpenTable

Fire & Smoke Gastropub

⭐ 4.6 avg (TA 4.6)

Price Category: $$$ Est. $40–$75/pp

Intimate, chef-forward spot for creative plates, prime meats, and a solid bourbon list.

Driving Distance From Grande Cayman: ~0.9 mi

Menu Directions Tripadvisor

Thoroughbreds Chophouse

⭐ 4.4 avg (TA 4.5 • OT 4.3)

Price Category: $$$$ Est. $70–$120/pp

Elegant, clubby room for classic steaks, chops & seafood — a local special-occasion favorite.

Driving Distance From Grande Cayman: ~2.6 mi

Menu Directions OpenTable

#10

Ciao! Italian Restaurant & Bar

⭐ 4.75 avg (OT 4.8 • TA 4.7)

Price Category: $$$ Est. $40–$80/pp

Chef-driven neighborhood Italian with house pastas and warm, attentive service.

Driving Distance From Grande Cayman: ~2.2 mi

Menu Directions OpenTable

#11

Solé Italian Restaurant

⭐ 4.7 avg (TA 4.7)

Price Category: $$$ Est. $35–$70/pp

Local favorite for Naples-inspired plates, warm service, and house desserts.

Driving Distance From Grande Cayman: ~3.9 mi

Menu Directions Tripadvisor

#12

Sea Captain’s House

⭐ 4.3 avg (TA 4.3)

Price Category: $$$ Est. $35–$70/pp

Oceanfront classic since the 1960s—famous for views and she-crab soup.

Driving Distance From Grande Cayman: ~4.3 mi

Menu Directions Tripadvisor

Composite Rating is a simple average of public sources (OpenTable, Tripadvisor; others when numeric). Distances are approximate driving miles from 7200 N Ocean Blvd (Grande Cayman). “Price Category” uses $–$$$$ and we include a clear estimated spend per person for transparency.