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Keewaydin Island Vacations

Pack those stellar shades. We have Keewaydin Island vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Keewaydin Island – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Keewaydin Island vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to Keewaydin Island

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great Keewaydin Island vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Keewaydin Island well.

Keewaydin Island Flight + Hotel packages

Top Hotel Deals

See all 1,030 Hotels in Keewaydin Island
Bayfront Inn Fifth Avenue

Bayfront Inn Fifth Avenue

1221 5th Ave S, Naples
4.0 out of 5.0

Located in waterside downtown Naples on 5th Avenue, this Caribbean-inspired hotel rests on Naples Bay; an island-themed restaurant provides waterfront ...

JW Marriott Marco Island Beach Resort

JW Marriott Marco Island Beach Resort

400 S Collier Blvd, Marco Island
4.5 out of 5.0

With the Gulf of Mexico at its door, this 11-story white-sand beachfront resort sits on the southwest tip of the island within 20 miles of Naples and 40 miles ...

$449

$449
Inn at Pelican Bay

Inn at Pelican Bay

800 Vanderbilt Beach Rd, Naples
4.5 out of 5.0

Overlooking a private lake, this Naples hotel is 1 mile from the white sand beaches and clear waters of the Gulf of Mexico, while Naples' chic shopping and dining ...

$380

$380
Best Western Naples Plaza Hotel

Best Western Naples Plaza Hotel

6400 Dudley Dr, Naples
2.5 out of 5.0

Located off I-75, this budget hotel is within 8 miles of the Naples city center and beautiful Gulf beaches.

Holiday Inn Express Hotel & Suites Naples Downtown - 5th Ave

Holiday Inn Express Hotel & Suites Naples Downtown - 5th Ave

1785 5th Ave. South, Naples
3.0 out of 5.0

Located in the heart of Naples, this hotel is 0.4 mi (0.7 km) from Coral Cay Adventure Golf and within 3 mi (5 km) of Naples Pier and Naples Zoo at Caribbean ...

Bellasera Resort

Bellasera Resort

221 9th St S, Naples
4.5 out of 5.0

Located 1 mile from the white-sand beach, this Italian-inspired hotel offers condo-style lodgings 2 blocks from Old Naples and less than a mile from the stylish ...

Days Inn and Suites Bonita Springs North Naples

Days Inn and Suites Bonita Springs North Naples

27991 Oakland Drive, Bonita Springs
2.5 out of 5.0

Situated near the beach, this hotel is 0.3 mi (0.5 km) from Flamingo Island Flea Market and within 3 mi (5 km) of Naples-Fort Myers Greyhound Track and Riverside ...

$169

$169
Spinnaker Inn of Naples

Spinnaker Inn of Naples

6600 Dudley Drive, Naples
2.0 out of 5.0

Situated in Naples, this motel is close to Kensington Golf & Country Club, Teddy Bear Museum, and King Richard's Family Fun Park. Local attractions also include ...

$90

$90
Naples Garden Inn

Naples Garden Inn

2630 Tamiami Trail North, Naples
2.5 out of 5.0

This Florida hotel is 0.5 mile from the Naples Zoo, 2 miles from the Gulf of Mexico, and 3 miles from historic downtown Naples.

Inn of Naples

Inn of Naples

4055 Tamiami Trl N, Naples
3.5 out of 5.0

Located in Park Shore, this hotel is 0.7 mi (1.1 km) from Holocaust Museum of Southwest Florida and 2.3 mi (3.6 km) from Naples Zoo at Caribbean Gardens. Village ...

Top Flight Deals

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