170:, who—in 1819—became stranded on Key West after a shipwreck and took note of the island's strategic geography. Whitehead's brother, William, surveyed the city of Key West in 1829. The original map from William Whitehead's survey shows the northwestern corner of the island, bounded by present-day Angela Street, designated as "town plot". This plot was the only part of the island which had a grid-like pattern of streets: five running southwest to northeast, including the path of Caroline Street, at least a dozen oriented from southeast to northwest, and Front Street, which borders the extreme northwestern coast of the island. Therefore, Caroline was cleared by 1829 at the latest, making it among the oldest streets in either the city or the island of Key West. When it received its name, however, is unclear.
143:
84:. It extends approximately 0.5 miles (0.80 km) northeastward to Grinnell Street from Whitehead Street at its southwest end. One of the oldest roads on the island, Caroline Street is surrounded by many old houses, inns, and historic landmarks, which are known for their seclusion from the street by dense landscaping. From its mostly residential origins between Whitehead and Elizabeth streets, Caroline becomes more commercial, punctuated by numerous businesses. Situated within the historic
109:, yielding a largely commercialized zone; The Bull and Whistle Bar and Fogarty's Restaurant and Flying Monkeys Bar are situated at this intersection. However, upon leaving Duval, Caroline Street returns almost immediately to a chiefly residential road. Homes along this stretch of Caroline are noted for their architectural significance, representing a late-19th century "conch style" that incorporates elements of several more prominent styles, including
594:
27:
178:
disarray as its practical future became uncertain. The dynamics of the project changed throughout its course; in early 2011, the city approved spending for specific updates to infrastructure along the corridor, including improved lighting and signs, a more extensive sidewalk system, and versatility with regard to bicycle and pedestrian traffic. As recently as
February 2012, additional requests for improvements were lodged with
582:
249:
121:
intersection with
Elizabeth Street about midway between Caroline's termini. Elizabeth serves as a sort of transition point for Caroline, which becomes lined with small shops as it meets Peacon Lane; Peacon is a one-way street that approaches from the south. As Caroline continues toward the northeast, it crosses William Street and offers an obscured view of the
173:
Currently, Caroline never reaches water at either ends. The 1829 map, however, shows it accessing the Gulf of Mexico at both termini. Whereas the road now starts at
Whitehead, it once continued past both Whitehead and Front to the shore. This is confirmed by a map of the island from the early 1900s,
88:
district, Caroline Street was part of the original infrastructural layout of the island at the time of its 1829 mapping by
William Whitehead. Other than changes to both its termini, the majority of its route has remained unaltered since then. Caroline Street was named for a sibling of Whitehead; his
158:
at 429 Caroline Street was home to the first public health inspector in the state of
Florida. The Porter House was added to the National Register of Historic Places in 1973. Many of the houses in the area have been converted into inns; the Curry Mansion Inn at the corner of Caroline and Ann streets
128:
Between
William and Margaret Street, Caroline passes numerous restaurants and parking for the Key West Bight, which remains visible and can also be accessed by bearing left on Margaret. At the junction of the two roads are several stores and the starting point of the Conch Tour Train. The Key West
177:
Since 1996, the upper
Caroline Street corridor and Key West Bight have been part of ongoing improvement efforts spearheaded by the City of Key West and funded by a special property tax system. At the beginning of the project, the area, once dominated by commercial fishing, had been falling into
120:
The only interruption of this residential stretch is a minor junction with one-way Ann Street, which terminates at
Caroline with little fanfare. Further northeast, Caroline intersects Simonton Street to a less commercial degree than Duval. Another block of shaded residences follows before an
133:
mural on the entrance of the Key West
Waterfront Brewery. The final several hundred feet of Caroline Street are uneventful, limited to the backdrop of a few houses and businesses. Paralleling the Bight, Caroline comes to an end at Grinnell Street, having traveled almost exactly 0.5 miles
117:. Although many of these houses were constructed quickly and cheaply, their builders employed the same techniques that were used at the time to craft boats, lending them resistance to extreme weather. Described as "stately", their lots are heavily landscaped, leaving several secluded.
174:
which depicts
Caroline abutting a breakwater at its southwestern end. Eventually, the street was excluded from the lot of the Truman Annex, and disconnected from the water at its northeastern terminus by the construction of the former City Electric Power Plant on new land.
154:. Part of the district, roughly defined as the area between Caroline Street and Angela Streets (which run parallel about four blocks apart), harbors many old houses, some of which belonged to famous writers and other influential persons. For example, the
495:
Map of the city of Key West, Monroe Co., Florida: from the original maps and surveys of Wm. A. Whitehead dated February 1829, from meets and bounds shown on the map, from deeds recorded in Monroe County / records and actual surveys made by T.J. Ashe,
105:. Between Whitehead and Telegraph Lane just a few hundred feet to the northeast, Caroline is a quiet, shaded street, before its left (northern) side opens up to a strip of businesses and shops. The road reaches its first major junction at
89:
brother, John, became interested in the island after a shipwreck left him stranded in 1819. The street and some of its surrounding area have been subject to long-term improvement and beautification efforts, beginning chiefly in 1996.
493:
159:
was originally built in 1855 for the Currys, a prominent local family. At Caroline Street's southern terminus across from the Presidential Gates is the Airways Building, which served as the original
101:, the site of a former naval base that opened to the public in 1986. Caroline Street's terminus on Whitehead is two blocks away from the southern terminus of
653:
609:
125:
side of the island and vessels at port. Here, the road's "homely marine practicality" becomes evident, according to a Florida travel writer.
648:
395:
361:
322:
285:
97:
At its southwesternmost point, Caroline Street begins on Whitehead Street at the Presidential Gates to the
572:
436:
160:
155:
150:
Caroline Street is situated along the northwestern side of the island, in a historic district known as
167:
166:
Caroline Street, along with Margaret, William, Thomas, and Emma streets, were named for siblings of
468:
110:
275:
200:
114:
548:
Kinney, Sean (February 12, 2012). "More than $ 700,000 in Key West projects up for grabs".
8:
458:
151:
85:
31:
The Bull and Whistle Bar at the corner of Caroline Street (left) and Duval Street (right)
462:
421:
Tolf, Robert (June 14, 1992). "Curry Mansion Inn Blends Key West's Old and New Charm".
533:
Staff writer (February 23, 2011). "Key West commission OKs $ 325,000 traffic design".
586:
562:
391:
357:
318:
281:
57:
142:
518:
Kinney, Sean (September 4, 2010). "Advisory board proposed for Caroline Corridor".
213:
385:
351:
312:
598:
122:
642:
624:
611:
195:
191:
130:
218:
106:
102:
98:
146:
Original office of Pan American World Airways at Caroline and Whitehead
76:
is an iconic and historically significant local road on the island of
26:
77:
81:
437:"National Register of Historic Places: Florida - Monroe County"
491:
179:
457:
387:
The streets of Key West: a history through street names
570:
194:
co-wrote "Woman Goin' Crazy on Caroline Street" with
640:
492:Ashe, Thos J.; Harris, W. Hunt (November 1906).
273:
383:
198:. Buffett released the song on his 1976 album,
349:
310:
547:
532:
517:
420:
353:Insiders' Guide to Florida Keys and Key West
439:. National Register of Historic Places.com
25:
306:
304:
654:Tourist attractions in Key West, Florida
416:
414:
244:
242:
240:
238:
236:
234:
141:
314:The Florida Keys: A History & Guide
269:
267:
641:
377:
345:
343:
341:
301:
274:Keeling, Stephen; et al. (2009).
137:
487:
485:
411:
231:
185:
163:office during its formation in 1927.
264:
92:
338:
182:720,000 available for the project.
129:Bight is recognizable by the large
13:
482:
14:
665:
592:
580:
16:Street in Key West, Florida, USA
556:
541:
526:
511:
390:. Pineapple Press. p. 34.
467:. The Record Company. p.
451:
429:
1:
464:Key West: the old and the new
356:. Globe Pequot. p. 140.
250:"Overview of Caroline Street"
423:Fort Lauderdale Sun Sentinel
7:
207:
67:Grinnell Street in Key West
10:
670:
649:Roads in Key West, Florida
499:(Map). Library of Congress
277:The Rough Guide To Florida
161:Pan American World Airways
156:Dr. Joseph Y. Porter House
48:0.5 mi (0.80 km)
63:
52:
44:
36:
24:
384:Burke, J. Wills (2004).
224:
625:24.558397°N 81.803969°W
459:Browne, Jefferson Beale
350:Toppino, Nancy (2009).
311:Williams, Joy (2003).
147:
630:24.558397; -81.803969
550:Florida Keys Keynoter
535:Florida Keys Keynoter
520:Florida Keys Keynoter
190:Early in his career,
145:
56:Whitehead Street in
621: /
138:History and culture
21:
201:Havana Daydreamin'
186:In popular culture
148:
19:
280:. Penguin Group.
152:Old Town Key West
93:Route description
71:
70:
661:
636:
635:
633:
632:
631:
626:
622:
619:
618:
617:
614:
597:
596:
595:
585:
584:
583:
576:
565:
560:
554:
553:
545:
539:
538:
530:
524:
523:
515:
509:
508:
506:
504:
489:
480:
479:
477:
475:
455:
449:
448:
446:
444:
433:
427:
426:
418:
409:
408:
406:
404:
381:
375:
374:
372:
370:
347:
336:
335:
333:
331:
317:. Random House.
308:
299:
298:
296:
294:
271:
262:
261:
259:
257:
246:
214:Historic Seaport
134:(0.80 km).
40:City of Key West
29:
22:
18:
669:
668:
664:
663:
662:
660:
659:
658:
639:
638:
629:
627:
623:
620:
615:
612:
610:
608:
607:
603:
593:
591:
581:
579:
571:
569:
568:
561:
557:
546:
542:
531:
527:
516:
512:
502:
500:
490:
483:
473:
471:
456:
452:
442:
440:
435:
434:
430:
419:
412:
402:
400:
398:
382:
378:
368:
366:
364:
348:
339:
329:
327:
325:
309:
302:
292:
290:
288:
272:
265:
255:
253:
248:
247:
232:
227:
210:
188:
140:
95:
74:Caroline Street
32:
20:Caroline Street
17:
12:
11:
5:
667:
657:
656:
651:
602:
601:
589:
567:
566:
555:
540:
525:
510:
481:
450:
428:
410:
396:
376:
362:
337:
323:
300:
286:
263:
229:
228:
226:
223:
222:
221:
216:
209:
206:
187:
184:
168:John Whitehead
139:
136:
123:Gulf of Mexico
94:
91:
69:
68:
65:
61:
60:
54:
50:
49:
46:
42:
41:
38:
34:
33:
30:
15:
9:
6:
4:
3:
2:
666:
655:
652:
650:
647:
646:
644:
637:
634:
605:
600:
590:
588:
578:
577:
574:
564:
563:Doc's Records
559:
551:
544:
536:
529:
521:
514:
498:
497:
488:
486:
470:
466:
465:
460:
454:
438:
432:
424:
417:
415:
399:
393:
389:
388:
380:
365:
359:
355:
354:
346:
344:
342:
326:
320:
316:
315:
307:
305:
289:
283:
279:
278:
270:
268:
252:. Google Maps
251:
245:
243:
241:
239:
237:
235:
230:
220:
217:
215:
212:
211:
205:
204:
202:
197:
196:Steve Goodman
193:
192:Jimmy Buffett
183:
181:
175:
171:
169:
164:
162:
157:
153:
144:
135:
132:
126:
124:
118:
116:
112:
108:
104:
100:
90:
87:
83:
79:
75:
66:
64:East end
62:
59:
55:
53:West end
51:
47:
43:
39:
37:Maintained by
35:
28:
23:
606:
604:
558:
549:
543:
534:
528:
519:
513:
501:. Retrieved
494:
472:. Retrieved
463:
453:
441:. Retrieved
431:
422:
401:. Retrieved
386:
379:
367:. Retrieved
352:
328:. Retrieved
313:
291:. Retrieved
276:
254:. Retrieved
219:Florida Keys
199:
189:
176:
172:
165:
149:
127:
119:
107:Duval Street
103:U.S. Route 1
99:Truman Annex
96:
73:
72:
628: /
643:Categories
616:81°48′14″W
613:24°33′30″N
587:U.S. Roads
397:1561643173
363:0762753153
324:0812968425
287:1848361742
86:"Old Town"
403:March 25,
369:March 25,
330:March 25,
293:March 25,
256:March 25,
111:Victorian
503:April 7,
474:April 7,
461:(1912).
443:April 7,
208:See also
115:Colonial
78:Key West
58:Key West
599:Florida
573:Portals
82:Florida
394:
360:
321:
284:
131:Wyland
45:Length
225:Notes
505:2012
496:C.E.
476:2012
445:2012
405:2012
392:ISBN
371:2012
358:ISBN
332:2012
319:ISBN
295:2012
282:ISBN
258:2012
113:and
645::
484:^
469:11
413:^
340:^
303:^
266:^
233:^
180:$
80:,
575::
552:.
537:.
522:.
507:.
478:.
447:.
425:.
407:.
373:.
334:.
297:.
260:.
203:.
Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.