long multi-region · island hop

Florida, Caribbean, Central America

Fifty-two days, 8,025 photos, six countries from Miami south to Costa Rica

1 March - 21 April 2023

Read from 8,025 photo timestamps, 12 logged hikes, 2 logged Viñales cycling rides and the GPS line across six countries over 52 days.

Fifty-two days out of Romania across Florida, Puerto Rico and five Caribbean and Central American countries, March into April 2023 - the trip that finally gave us the region in one continuous read. The Florida opening ran wider than we remembered: Miami Beach as home base, a long day out across the Tamiami Trail into the Everglades, then the full Keys drive down to Key West, then a week-long Puerto Rico loop that stitched in a Vieques island day and a swing through the central mountains via Yauco, Adjuntas and Jayuya. From there, the month-long hop south - Dominican Republic, Colombia, Panama, Cuba, Costa Rica - and a Houston layover on the way home. The single densest day was Guatapé in Colombia, the painted village and the long climb up the El Peñol monolith. Cuba carried the most photos of any country on the trip - nine days weighted heavily toward Havana, Viñales and Trinidad, and a full cycling day across the tobacco valley on Mar 31.
Duration
52 days · 51 nights
Countries
6 (US · CU · CR · CO · PA · DO)
Anchors
Miami Beach · San Juan · Higüey · Medellín · Panama City · Havana / Viñales / Trinidad · Costa Rica-roving · Houston
Path shape
home → CDG → Miami → Keys → Puerto Rico → DR → CO → PA → CU → CR → Houston → AMS → home
Photos
8,025 across six countries
Hikes
12 tracked · ~24 km
Cycling
2 logged rides on Mar 31 in Viñales · 40.5 km / 322 m total
01

Florida, Miami · Everglades · Keys

1 Mar → 9 Mar · 9 days
Photos
1,426
Hikes
8 tracked
Shape
Miami base · Everglades day · Keys drive
Anchor
Miami Beach (with day trips out)
Pace
fast / varied

Mar 5 · the Everglades day - walking the boardwalk chain along the park road from Coastal Prairie down to Anhinga - and Mar 8 · the Keys drive all the way to Key West, the full chain through Key Largo, Islamorada, Marathon and Lower Matecumbe.

  • Mar 1-3 · the long arrival via Paris, settling into Miami Beach and easing into the first Wynwood, South Beach and downtown wanders
  • Mar 4 · west across the Tamiami Trail - Pinecrest, the long roadside drive out through the sawgrass, and the Miccosukee Indian Village
  • Mar 5 · the Everglades day proper - Homestead in the morning, then the boardwalk chain across the park, one short walk after another
  • Mar 6 · Key Biscayne and Robin’s Birding Trail out on the barrier island - a slower rhythm after the Everglades push
  • Mar 7 · a second Tamiami day out to Everglades City and the Big Cypress fringe, drifting back toward the Miccosukee village
  • Mar 8-9 · the Keys drive to Key West through Key Largo, Islamorada, Marathon and Lower Matecumbe, with a Stock Island touch at the end
02

Puerto Rico, full loop

10 Mar → 17 Mar · 8 days
Photos
947
Shape
San Juan base + Vieques day + central-mountain loop
Anchor
San Juan (Old San Juan + Río Piedras)
Pace
moderate / varied

Mar 12 · the Vieques island day - the morning ferry out of Ceiba, then the wild south coast at La Hueca and El Pilón - and Mar 14-15 · the central mountains, from Yauco and the Cabo Rojo southwest up into Adjuntas and Jayuya.

  • Mar 10-11 · San Juan on foot - the old town, Río Piedras, Carolina and the Loíza coast reaching east toward Fajardo
  • Mar 12-13 · Vieques - the morning ferry from Ceiba, the south coast across Sector Tortuguero, La Hueca and El Pilón, then back via Fajardo and the Comunidad La Vega cluster
  • Mar 14 · the southwest run down to Yauco and along the Comunidad del Toro / Cabo Rojo coast
  • Mar 15 · the central mountain loop through Cruce de Jauca, Altos de Arena, Adjuntas and Jayuya - the quietest, greenest day of the loop
  • Mar 16-17 · the return to San Juan and the exit flight toward the Dominican Republic
03

Dominican Republic, Higüey

17 Mar → 20 Mar · 4 days
Photos
135
Shape
single anchor · eastern DR
Anchor
Higüey (near Punta Cana coast)
Pace
slow

The quietest leg of the whole trip - a slow stretch of resort-coast days near Punta Cana with the camera mostly resting in a bag.

  • Mar 17-20 · slow resort-coast days around Higüey - the trip’s quietest stretch, a deliberate breather before Colombia
04

Colombia, Antioquia

21 Mar → 24 Mar · 4 days
Photos
1,010
Hikes
1 tracked
Shape
Medellín base + Guatapé day-trip
Anchor
Medellín
Pace
fast / urban

Mar 23 · Guatapé - the trip’s photo-densest day, the painted zócalo village and the long climb up the El Peñol monolith, staircase after staircase to the top.

  • Mar 21 · a brief transit through Bogotá into Medellín (Bogotá was a connection only - a few landing-approach frames, no city day)
  • Mar 22 · a full Medellín day - Comuna 13 in the morning, Botero’s square in the middle, the cable car up to Arví Park in the afternoon
  • Mar 23 · ★ the Guatapé day - the painted zócalo village and the long climb up the El Peñol monolith, the trip’s peak (the Rionegro / Marinilla approach drive folded into the same arc)
  • Mar 24 · a second Medellín day around the city centre before the flight south to Panama
05

Panama, city + canal

25 Mar → 29 Mar · 5 days
Photos
484
Hikes
1 tracked
Shape
Panama City + Canal corridor
Anchor
Panama City (multi-district - Ancón, Bella Vista, Santa Ana, San Francisco)
Pace
moderate / urban

Mar 26 · the Ancón and canal day - the long climb up Cerro Ancón through the Metropolitan Natural Park and out to the Miraflores Locks - followed by a slow Bella Vista wander on Mar 27.

  • Mar 25 · arrival into Panama City, the first evening spent in the San Francisco district finding food
  • Mar 26 · the Ancón / Miraflores day - the long city walk up Cerro Ancón through the Metropolitan Natural Park, then out to the canal locks to watch a ship rise
  • Mar 27 · a Bella Vista day across the cultural and restaurant grid - Calle Uruguay, Marbella, the seafront walks in the late afternoon
  • Mar 28-29 · the Casco Viejo / Calidonia / San Francisco wind-down, taking Panama City slowly before the Cuba flight
06

Cuba, 3-city sweep

29 Mar → 6 Apr · 9 days
Photos
1,859
Hikes
1 tracked
Shape
Havana → Viñales → Trinidad cross-island
Anchor
Havana · Viñales · Trinidad (rolling)
Pace
fast

Viñales carried the most photos of any place we saw in Cuba - the tobacco valley under its karst mogotes - and Mar 31 was the day we spent on it by bicycle, two rides bookending a long lunch under the cliffs.

  • Mar 29-30 · Havana - the old town in the mornings, the Malecón seawall in the evenings, Plaza de la Revolución and the vast Colón cemetery in between
  • Mar 31 · ★ Viñales by bicycle - a morning loop of 28.2 km / 220 m through the tobacco farms, a shorter 12.2 km / 102 m ride in the afternoon, and lunch under the mogotes in the pause between them
  • Apr 1-2 · the Viñales valley days - tobacco farms and drying sheds, the karst overlooks, then the long eastern-Havana drive back through San Miguel del Padrón
  • Apr 3 · ★ Trinidad, and the Sendero Caburní waterfall hike climbing up into the Sierra del Escambray
  • Apr 4-5 · colonial Trinidad and its cobbled streets, with a south-coast touch at Playa Larga and Cienfuegos on the cross-island drive
07

Costa Rica, volcano + coasts

7 Apr → 17 Apr · 11 days
Photos
1,354
Hikes
1 tracked
Shape
La Fortuna → Monteverde → Quepos → Uvita → San José
Anchor
rolling - 5 distinct stops
Pace
fast / varied

La Fortuna and the Arenal volcano anchor the leg - three slow days beneath the cone - with the Manuel Antonio wildlife coast around Quepos and the whale-tail beach at Uvita running a close second.

  • Apr 7-9 · ★ La Fortuna and Arenal, the hot springs at the foot of the volcano - the leg’s anchor, with the Sendero Bosque 1968 hike on Apr 9 taking us across the old lava field
  • Apr 10-12 · the Monteverde cloud forest at altitude, then the long Pacific-coast drive south via Tilarán and the Jacó coast
  • Apr 13-14 · the Manuel Antonio wildlife coast around Quepos and the whale-tail day at Marino Ballena, walking the sandbar at low tide
  • Apr 15-16 · a slow Pacific wind-down at Uvita, easing off the pace before the inland turn
  • Apr 17 · a civic stop in San José (Alajuela airport zone) before the flight out
08

Return via Houston + AMS

18 Apr → 21 Apr · 4 days
Photos
232
Shape
transit · Houston layover
Anchor
Houston (3-day layover)
Pace
exit

The way home runs through a full Houston layover - a real stop, not a tarmac touch - before the Amsterdam transit and the flight back to Bucharest.

  • Apr 18 · the multi-country flight day out of Central America - Costa Rica overhead, Mexico, Belize, then into the US
  • Apr 19-20 · a full Houston layover, our first proper time in Texas rather than a connection through it
  • Apr 21 · the Amsterdam transit, the last frames of the trip before the descent into Bucharest

Facts visible only at trip scale.

Longest US stay (through 2023)
16 days across Florida + Puerto Rico + Houston
Photo-densest country
Cuba (1,859 / 9 days · ~207 / day)
Country count
6 substantive destinations
First Caribbean tour
our first comprehensive coverage of the region
Anchor reuse
none across the country legs
Cycling day
Mar 31 · two Viñales rides · 40.5 km / 322 m
  1. Florida Miami + Everglades + Keys ~10% canonical US tourist coast plus a real Everglades day
  2. Puerto Rico full loop ~25% San Juan canonical but Vieques and the central mountains rural
  3. Dominican Republic Higüey ~30% off-resort eastern coast
  4. Colombia Medellín + Guatapé ~5% top-decile Colombian destinations
  5. Panama City + Canal ~30% canal-corridor districts mix tourist and resident
  6. Cuba (Havana + Viñales + Trinidad) ~5% canonical Cuban triangle
  7. Costa Rica ~5% Arenal + Manuel Antonio top-decile
  8. Houston layover ~20% a real 3-day Texas stop, not a tarmac touch

This is the canonical Caribbean and Central America covered properly, so an off-path score doesn’t really mean anything here. The story is the depth of each country - nine days of Cuba across three distinct landscapes, eleven days of Costa Rica across five, and a Florida opening that pulled in the Everglades, the full Keys drive and a Puerto Rico loop - not the obscurity of any single stop.

  1. absent Cartagena An earlier brief named Cartagena as the Mar 23 peak, but the photo data shows zero Cartagena frames across the whole trip. Our Colombian week was Medellín and Guatapé, not the Caribbean coast.
  2. absent Bocas del Toro Panama’s Caribbean archipelago - zero photos. Our Panama leg stayed inside the canal corridor across Ancón, Bella Vista, Santa Ana, San Francisco and Calidonia.
  3. absent Cayo Coco The big Cuban beach resorts on the north coast - zero photos. We spent our Cuban days on the Havana / Viñales / Trinidad triangle, not the resort strip.
  4. absent Varadero The big Cuban beach resorts on the north coast - zero photos. We spent our Cuban days on the Havana / Viñales / Trinidad triangle, not the resort strip.
  5. absent Guatemala Central America’s northern countries - not visited as destinations. Our Central American reach on this trip was Panama and Costa Rica only (a single Belize frame from the return-flight day doesn’t count).
  6. absent Belize Central America’s northern countries - not visited as destinations. Our Central American reach on this trip was Panama and Costa Rica only (a single Belize frame from the return-flight day doesn’t count).
  7. absent Honduras Central America’s northern countries - not visited as destinations. Our Central American reach on this trip was Panama and Costa Rica only.
  8. absent Nicaragua Central America’s northern countries - not visited as destinations. Our Central American reach on this trip was Panama and Costa Rica only.
  9. absent El Salvador Central America’s northern countries - not visited as destinations. Our Central American reach on this trip was Panama and Costa Rica only.
  10. absent Tikal Out of scope - this trip was Caribbean and Central American Pacific, not Mesoamerican archaeology.
  11. absent Galapagos Pacific South America - adjacent to Colombia in geography, not visited on this trip.
  12. absent Ecuador Pacific South America - adjacent to Colombia in geography, not visited on this trip.

A trip about going deep in six countries, not collecting all fifteen. The deliberate skips line up neatly - Cartagena for Medellín, Bocas del Toro for the Canal, Varadero and Cayo Coco for the Havana / Viñales / Trinidad triangle - each one a country’s other obvious option, set aside for the one we chose. The Florida Keys, which an earlier brief had us bypassing, the data shows the opposite: we drove the chain all the way to Key West.

Photos / day average
154
Photo peak day
398 · Mar 23 · Guatapé Colombia
Photos by country
US ~2,600 (Florida + PR + Houston) · CU 1,859 · CR 1,354 · CO 1,010 · PA 484 · DO 135
Walking recorded
~24 km across 12 tracked hikes
Cycling recorded
40.5 km / 322 m across 2 Viñales rides on Mar 31
Cuba photo density
~207 / day - leg-level peak
Costa Rica regions
5 distinct stops in 11 days
Puerto Rico loop
8 days, San Juan + Vieques + central mountains
First photo
2023-03-01 · Paris CDG transit + Miami arrival
Last photo
2023-04-21 · Amsterdam exit