Deals in Key West

$160 for 90-Minute Harbor Day Sailing Tour for Up to Six from Sunset Sail Key West ($294 Value)

Sunset Sail Key West

Key West

Up to six passengers take to the Gulf of Mexico in a 33-foot sailboat with water, soft drinks, and cooler space for BYO drinks

$294 $160

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Hop-On, Hop-Off Trolley Tour for One, Two, or Four from City View Trolley Tours (56% Off)

City View Trolley Tours

Key West

Riders hop on and off at nine stops along a scenic route through the streets of Key West

$28 $13

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90-Minute Ghost Tour for Two, Four, or Six from The Original Ghost Tours Key West (Up to 52% Off)

The Original Ghost Tours Key West

Key West

Guides lead family-friendly walking tours of Key West, sharing stories of the city’s paranormal history and legendary spirits

$42 $20

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Four-Hour Reef Fishing or Tarpon Fishing Trip from Ware's The Fish Charters (Up to 50% Off)

Ware's The Fish Charters

Key West

Enjoy a four-hour voyage on a chartered fishing vessel off the coast of Key West as you hunt for tarpon

$800 $400

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Two-Hour Standup-Paddleboard Tour for Two, Four, Six, or Eight at SUP Key West (46% Off)

SUP Key West

Key West

Peaceful views of Key West and regional wildlife during two-hour guided tours atop standup paddleboards

$90 $49

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Two-Hour Sunset Sail for Two, Four, or Six from Florida Keys Sailing (Up to 62% Off)

Florida Keys Sailing

Marathon

On an air-conditioned boat, passengers can bring coolers of food or drinks and even take the helm, if they wish

$200 $80

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3rd Annual Baygrass Bluegrass Festival at Founders Park on January 18 at 11 a.m. (Up to 50% Off)

3rd Annual Baygrass Bluegrass Festival

Founders Park

Live_logo

Scenic Islamorada hosts Mr. Sun, Mike Compton, and other old-fashioned and new-form bluegrass artists

$24 $12

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Afternoon Snorkel Trip for One or Two from Reef Roamer and Quicksilver Catamarans (Up to 46% Off)

Reef Roamer and Quicksilver Catamarans

Key Largo

Discover parrotfish, angelfish, blue tangs, and maybe even a dolphin during four hours of fun and instruction

$35 $19.99

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Guided Snorkeling Tour for Two or Four from Sail Fish Scuba (Up to 42% Off)

Sail Fish Scuba

Key Largo

The three-hour tours include all equipment such as a mask, fins, and wetsuit and include in-water photos from the excursion

$162 $99

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$159 for a Pigeon Key Helicopter Tour for Up to Three from Old City Helicopters (Up to $270 Value)

Old City Helicopters

Marathon Key

Pilots fly over Marathon, Pigeon Key, Boot Key Harbor, and portions of the Seven Mile Bridge during a 10-minute helicopter tour

$270 $139

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Sunset or Reef Snorkeling Cruise from Gemini Dream Charters (Up to 50% Off)

Gemini Dream Charters

Coral Lagoon Resort

Groups of up to six watch the ocean ignite with reds and oranges on the sunset cruise, or explore the Coffins Patch Reef on a snorkel cruise

$400 $200

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$475 for a Four-Hour Fishing Trip for Up to Six from 5 STAR Sportfishing Charters ($950 Value)

5 Star Sportfishing Charters

Islamorada, Village of Islands

Sport-fishing charters help anglers net catches like snapper, grouper, tarpon, and shark

$950 $475

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Paddleboard Rental with Snorkel for One, Two, or Four at Florida Keys Stand Up Paddleboards, LLC (Up to 54% Off)

Florida Keys Stand Up Paddleboards, LLC

Tavernier

Stand up on a paddleboard and coast across the bay before diving in with a snorkel to explore its watery depths

$30 $15

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Reef and Wreck Fishing Trip for 6 or Shark-Fishing Trip for 4 from Reel Sharp Sport Fishing (Up to 59% Off)

Reel Sharp Sport Fishing

Islamorada - Florida Keys

Guests fish for Snappers and other different species that gather around reefs and deep wrecks or try to catch Bull, Lemon sharks, or Tarpon

$550 $225

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$86 for a Learn to Sail Package from Key Lime Sailing Club ($200 Value)

Key Lime Sailing

Key Largo

Two-hour introductory sailing class aboard a 22-foot single-masted Catalina teaches students trimming, tacking, and jibing

$200 $86

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Mini Golf for Two, Four, or Six at Dolphin Golfin' (50% Off)

Dolphin Golfin'

Key Largo

Customers play on a beach-themed mini golf course complete with a video arcade, snack bar, and outdoor patio seating

$16 $8

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Select Local Merchants

Property Location
With a stay at Key West Marriott Beachside Hotel in Key West, you'll be on the waterfront and convenient to Key West Golf Club and Key West Art and Historical Society. This beach hotel is within close proximity of Key West Art and Historical Society and East Martello Museum and Gallery.

Rooms
Make yourself at home in one of the 215 air-conditioned rooms featuring LCD televisions. Your pillowtop bed comes with down comforters. Complimentary high-speed (wired) Internet access keeps you connected, and satellite programming is available for your entertainment. Private bathrooms with shower/tub combinations feature deep soaking bathtubs and complimentary toiletries.

Rec, Spa, Premium Amenities
Head down to the water and enjoy a day at the private beach, or take advantage of other recreational amenities including an outdoor pool and a spa tub. This hotel also features complimentary wireless Internet access, a concierge desk, and babysitting/childcare. Guests can get around on the complimentary shuttle, which operates within 4 mi.

Dining
Grab a bite to eat at the hotel's restaurant, which features a bar, or stay in and take advantage of room service (during limited hours). Relax with your favorite drink at a bar/lounge or a poolside bar. Buffet breakfasts are available daily for a fee.

Business, Other Amenities
Featured amenities include business services, audiovisual equipment, and complimentary newspapers in the lobby. Planning an event in Key West? This hotel has 5673 square feet (527 square meters) of space consisting of conference/meeting rooms, small meeting rooms, and a ballroom. A roundtrip airport shuttle is complimentary (available on request).

3841 N Roosevelt Blvd
Key West,
FL
US

Property Location
With a stay at Southernmost Hotel, you'll be centrally located in Key West, steps from Key West Butterfly and Nature Conservatory and South Beach. This eco-friendly hotel is within close proximity of Key West Lighthouse and Keeper's Quarters Museum and Ernest Hemingway Home and Museum.

Rooms
Make yourself at home in one of the 118 air-conditioned rooms featuring refrigerators and flat-screen televisions. Windows open to city and courtyard views. 40-inch high-definition televisions with satellite programming provide entertainment, while complimentary wireless Internet access keeps you connected. Bathrooms have complimentary toiletries and hair dryers.

Rec, Spa, Premium Amenities
Pamper yourself with a visit to the spa, which offers massages and facials. After dipping into one of the 2 outdoor swimming pools, you can spend some time at the private beach. This hotel also features complimentary wireless Internet access, a concierge desk, and gift shops/newsstands.

Dining
Grab a bite to eat at the hotel's beachfront restaurant, where you can enjoy drinks at a bar and dine alfresco (weather permitting). Relax with your favorite drink at a beach bar or a poolside bar. Full breakfasts are available daily for a fee.

Business, Other Amenities
Featured amenities include complimentary high-speed (wired) Internet access, a 24-hour business center, and a computer station. Planning an event in Key West? This hotel has 620 square feet (58 square meters) of space consisting of conference/meeting rooms and small meeting rooms. Free self parking is available onsite.

1319 Duval St
Key West,
FL
US

Property Location
When you stay at The Reach, A Waldorf Astoria Resort in Key West, you'll be by the ocean and minutes from South Beach and Key West Butterfly and Nature Conservatory. This 4-star resort is within close proximity of Key West Lighthouse and Keeper's Quarters Museum and Ernest Hemingway Home and Museum.

Rooms
Make yourself at home in one of the 150 air-conditioned rooms featuring refrigerators and flat-screen televisions. Rooms have private furnished balconies. Wireless Internet access (surcharge) keeps you connected, and cable programming is available for your entertainment. Private bathrooms have designer toiletries and hair dryers.

Rec, Spa, Premium Amenities
Head down to the water and enjoy a day at the private beach, or take advantage of other recreational amenities including a health club and an outdoor pool. Additional amenities include complimentary wireless Internet access, concierge services, and babysitting/childcare.

Dining
Enjoy a meal at a restaurant or in a coffee shop/café. Or stay in and take advantage of the resort's room service (during limited hours). At the end of the day, relax with your favorite drink at a bar/lounge.

Business, Other Amenities
Featured amenities include limo/town car service, audiovisual equipment, and express check-out. Planning an event in Key West? This resort has 4706 square feet (437 square meters) of space consisting of conference/meeting rooms, a ballroom, and banquet facilities. Parking (subject to charges) is available onsite.

1435 Simonton Street
Key West,
FL
US

Welcome to Key West's finest small hotel set in the center of the historic district. A compound of four buildings set around a lush interior garden and two swimming pools, the Marquesa offers a quiet retreat for those wanting luxury and privacy. The transformation from 1884 conch houses to beautifully restored rooms and suites with marble baths and all amenities has brought the Marquesa many awards, including being named the 1 Hotel in Florida in Travel and Leisure Magazine's Top 100 and 1 on Tripadvisor. Our location is perfect for exploring Key West just one block from Duval Street, four blocks from Mallory Square and the Gulf of Mexico, and a mile from the Atlantic Ocean. A car is not necessary it is all within walking distance. We do, however, offer free off street parking if you drive to Key West. Our guest rooms will enchant you. They are immaculate, light and airy, equipped with all amenities to make you feel at home only more pampered. In the evening your bed will be turned down, fresh towels put in place, a Godiva chocolate on your pillow to savor. In the morning, for a nominal charge, we will bring a continental breakfast to your room or serve it to you in our poolside garden with the sounds of a sparkling fountain and trickling waterfall in the background. If you must stay in touch, we offer two DSL computer workstations for guests and WIFI throughout the property for those with equipped laptops. Sorry, pets are not accepted. ALL GUEST ROOMS ARE SMOKE FREE. CHILDREN Children 14 and older are welcome. No children under the age of 14 are permitted.

600 Fleming Street
Key West,
FL
US

Property Location
With a stay at Sunset Key Guest Cottages, A Westin Resort in Key West, you'll be in the historical district and minutes from Key West Museum of Art and History and Audubon House and Tropical Gardens. This 4-star resort is within close proximity of Custom House Museum and A Key Encounter.

Rooms
Make yourself at home in one of the 39 air-conditioned rooms featuring kitchens with refrigerators and stovetops. Rooms have private patios. Flat-screen televisions with cable programming provide entertainment, while complimentary wireless Internet access keeps you connected. Conveniences include laptop-compatible safes and desks, as well as direct-dial phones with voice mail.

Rec, Spa, Premium Amenities
Relax at the full-service spa, where you can enjoy massages and facials. After dipping into one of the 2 spa tubs, you can spend some time at the private beach. Additional amenities include complimentary wireless Internet access, a concierge desk, and gift shops/newsstands.

Dining
Enjoy a satisfying meal at a restaurant serving guests of Sunset Key Guest Cottages, A Westin Resort. Relax with your favorite drink at a bar/lounge or a poolside bar. A complimentary continental breakfast is served daily.

Business, Other Amenities
Featured amenities include complimentary high-speed (wired) Internet access, limo/town car service, and express check-out. Parking (subject to charges) is available onsite.

245 Front Street
Key West,
FL
US

Property Location
With a stay at The Banyan Resort in Key West, you'll be on the Strip and minutes from Key West Film Society and Audubon House and Tropical Gardens. This eco-friendly resort is within close proximity of Red Barn Theater and The Oldest House - Key West.

Rooms
Make yourself at home in one of the 38 individually furnished guestrooms, featuring kitchens with full-sized refrigerators/freezers and stovetops. Your pillowtop bed comes with triple sheeting and cotton sheets, and all rooms are furnished with sofa beds. Rooms have private balconies where you can take in pool and garden views. Cable programming and iPod docking stations are provided for your entertainment, while complimentary wireless Internet access keeps you connected.

Rec, Spa, Premium Amenities
Dip into one of the 2 outdoor swimming pools or enjoy other recreational amenities, which include bicycles to rent. This Victorian resort also features complimentary wireless Internet access, concierge services, and gift shops/newsstands.

Dining
Grab a bite from a snack bar/deli serving guests of The Banyan Resort. While enjoying a refreshing dip in the resort pool, you can order your favorite drink at the poolside bar.

Business, Other Amenities
Featured amenities include express check-out and laundry facilities. Parking (subject to charges) is available onsite, and additional parking (subject to charges) can be found nearby.

323 Whitehead St
Key West,
FL
US