60 days in Caribbean Itinerary

60 days in Caribbean Itinerary

Created using Inspirock Caribbean planner

This plan was created by another user. Make it your plan

Route & dates

Start: Klagenfurt, Austria
Fly:  19 h 15 min
1
San Juan, Puerto Rico
— 11 nights
Fly:  30 min
2
Culebra, Puerto Rico
— 6 nights
Fly + Drive:  2 h 15 min
3
Isla de Vieques, Puerto Rico
— 10 nights
Fly:  5 h
4
Providenciales, Turks and Caicos
— 7 nights
+6
Fly + Foot + Bus + Foot + Bus + Foot + Bus:  5 h
5
Ocho Rios, Jamaica
— 4 nights
+6
Bus + Foot + Bus + Foot + Bus + Foot + Fly:  6 h 30 min
6
George Town, Cayman Islands
— 8 nights
Fly:  1 h 30 min
7
Havana, Cuba
— 8 nights
Fly:  5 h 45 min
8
Palm - Eagle Beach, Aruba
— 4 nights
Drive + Fly:  19 h 30 min
End: Klagenfurt, Austria

11
nights
San Juan, Puerto Rico

Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Change things up with these side-trips from San Juan: El Yunque Rain Forest (in El Yunque National Forest), Museo del Tabaco Caguas (in Caguas) and Ponce (Parque de Bombas, Museo de Arte de Ponce, &more). The adventure continues: stroll through Luquillo Beach, take a peaceful walk through Bosque Nacional El Yunque, skim along the rocks with a canyoning and rapelling tour, and enjoy the sand and surf at Carolina Beach.

Inspirock's itinerary builder makes planning a San Juan trip simple and quick.

Klagenfurt, Austria to San Juan is an approximately 19.5- hour flight. Traveling from Klagenfurt to San Juan, you'll gain 5 hours due to the time zone difference. Traveling from Klagenfurt in June, expect nights in San Juan to be much warmer, around 30°C, while days are a bit warmer, around 37°C. Wrap up your sightseeing on the 12th (Fri) early enough to fly to Culebra.

Things to do in San Juan

Outdoors Parks Beaches

Side Trips

Ponce, Carolina, Luquillo, Casa Bacardi Puerto Rico, Horseback Riding Tours
Highlights from your plan
Canyoning & Rappelling Tours
El Yunque Rain Forest ©
El Yunque Rain Forest
Luquillo Beach ©
Luquillo Beach

6
nights
Culebra, Puerto Rico

Culebra ©
With much of Culebra a nature refuge, the tropical island has been protected from overdevelopment, chain hotels, and the cruise set.
Culebra is known for beaches, wildlife, and nature. Your plan includes some of its best attractions: kick back and relax at Flamenco Beach, head off the coast to Culebrita Island, tour the pleasant surroundings at Zoni Beach, and visit a coastal fixture at Culebrita Lighthouse.

To find maps, other places to visit, photos, and tourist information, use the Culebra route builder app.

Culebra is just a stone's throw from San Juan. In June, daytime highs in Culebra are 37°C, while nighttime lows are 30°C. Cap off your sightseeing on the 18th (Thu) early enough to travel to Isla de Vieques.

Things to do in Culebra

Parks Outdoors Beaches
Highlights from your plan
Culebrita Island ©
Culebrita Island
Flamenco Beach ©
Flamenco Beach
Zoni Beach ©
Zoni Beach

10
nights
Isla de Vieques, Puerto Rico

Isla de Vieques ©
For sixty years until 2003, most of the Isla de Vieques was closed off to the public, with the US Navy using the island's beaches and surrounding waters for drills and testing of new military machinery, such as bombs.
Isla de Vieques is known for nature, beaches, and wildlife. Your plan includes some of its best attractions: tour the pleasant surroundings at Vieques National Wildlife Refuge, deepen your knowledge of military history at Camp Garcia, enjoy the sand and surf at Caracas Beach, and enjoy some diversion at Vieques Gun Club & Sporting Clays.

For reviews, more things to do, photos, and more tourist information, read Isla de Vieques trip itinerary planning website.

Traveling by combination of flight and car from Culebra to Isla de Vieques takes 2.5 hours. Alternatively, you can ride a ferry. June in Isla de Vieques sees daily highs of 36°C and lows of 30°C at night. Finish your sightseeing early on the 28th (Sun) to allow enough time to travel to Providenciales.

Things to do in Isla de Vieques

Parks Outdoors Beaches
Highlights from your plan
Sun Bay Beach ©
Sun Bay Beach
Vieques National Wildlife Refuge ©
Vieques National Wildlife Refuge
Media Luna Beach ©
Media Luna Beach

7
nights
Providenciales, Turks and Caicos

Providenciales ©
The most commercialized part of the Turks and Caicos, Providenciales remains the islands' tourism heaven, boasting many resorts, hotel chains, and condominiums.
Providenciales is known for beaches, wildlife, and nature. Your plan includes some of its best attractions: tour the pleasant surroundings at Grace Bay Beach, make a trip to Leeward Beach, enjoy the sand and surf at Taylor Bay Beach, and contemplate the waterfront views at Sapodilla Bay Beach.

To see more things to do, reviews, photos, and tourist information, go to the Providenciales sightseeing website.

Traveling by flight from Isla de Vieques to Providenciales takes 6.5 hours. Alternatively, you can do a combination of ferry, shuttle, and flight; or do a combination of ferry and flight. You'll gain 1 hour traveling from Isla de Vieques to Providenciales due to the time zone difference. Expect a daytime high around 37°C in June, and nighttime lows around 31°C. Finish your sightseeing early on the 5th (Sun) to allow enough time to travel to Ocho Rios.

Things to do in Providenciales

Parks Outdoors Nature

Side Trip

Smith's Reef
Highlights from your plan
Grace Bay Beach ©
Grace Bay Beach
Provo Golf Club ©
Provo Golf Club
Little Water Cay ©
Little Water Cay

4
nights
Ocho Rios, Jamaica

Ocho Rios ©
A trip to Ocho Rios, the tourist hub of Saint Ann Parish, offers travelers a staggering amount of activities and cultural attractions.
Explore the numerous day-trip ideas around Ocho Rios: Blue Mountain Peak (in Blue Mountains National Park), Rose Hall (Rose Hall Great House & White Witch Golf Course) and Green Grotto Caves (in Runaway Bay). Next up on the itinerary: take in the dramatic scenery at Dunn's River Falls and Park, trek along Fern Gully, and trot along with a tour on horseback.

To find more things to do, ratings, and other tourist information, read our Ocho Rios trip planner.

You can do a combination of flight and bus from Providenciales to Ocho Rios in 7 hours. Other options are to do a combination of flight and bus; or fly. Expect a daytime high around 38°C in July, and nighttime lows around 30°C. Finish your sightseeing early on the 9th (Thu) to allow enough time to travel to George Town.

Things to do in Ocho Rios

Parks Outdoors Nature

Side Trips

Montego Bay, Blue Mountain Peak, Green Grotto Caves
Highlights from your plan
Dunn's River Falls and Park ©
Dunn's River Falls and Park
Blue Mountain Peak ©
Blue Mountain Peak
White Witch Golf Course ©
White Witch Golf Course

8
nights
George Town, Cayman Islands

George Town ©
George Town is a city situated on Grand Cayman island of the Cayman Islands. George Town is known for wildlife, adventure, and breweries & distilleries. Your plan includes some of its best attractions: stroll through Stingray City Grand Cayman, step into the grandiose world of Pedro St. James National Historic Site, brush up on your knowledge of spirits at Cayman Spirits Co. Distillery, and look for gifts at Guy Harvey Gallery and Shoppe.

For photos, ratings, more things to do, and more tourist information, go to the George Town trip planner.

Traveling by combination of bus and flight from Ocho Rios to George Town takes 6.5 hours. Alternatively, you can do a combination of bus and flight. In July, plan for daily highs up to 38°C, and evening lows to 30°C. Finish your sightseeing early on the 17th (Fri) to allow enough time to travel to Havana.

Things to do in George Town

Parks Wildlife Nature

Side Trip

Grand Cayman
Highlights from your plan
Cayman Spirits Co. Distillery ©
Cayman Spirits Co. Distillery
Stingray City Grand Cayman ©
Stingray City Grand Cayman
Mastic Trail ©
Mastic Trail

8
nights
Havana, Cuba

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Change things up with these side-trips from Havana: Cayo Largo (Playa Paraiso, Sirena Beach, &more). And it doesn't end there: make a trip to Old Havana, steep yourself in history at El Morro, get a dose of the wild on a nature and wildlife tour, and admire the masterpieces at Museu Nacional de Belas Artes de Cuba.

To find photos, maps, other places to visit, and more tourist information, read our Havana trip website.

Traveling by flight from George Town to Havana takes 1.5 hours. Traveling from George Town in July, plan for a bit cooler nights in Havana, with lows around 26°C. Wrap up your sightseeing on the 25th (Sat) early enough to travel to Palm - Eagle Beach.

Things to do in Havana

Historic Sites Tours Outdoors

Side Trips

Cayo Largo, Espiritu Santo Church (Iglesia Del Espiritu Santo)
Highlights from your plan
Old Havana ©
Old Havana
Nature & Wildlife Tours
Malecón of Havana ©
Malecón of Havana

4
nights
Palm - Eagle Beach, Aruba

Palm - Eagle Beach ©
A long stretch of powdery white sand and aquamarine waters, Palm - Eagle Beach remains one of Aruba's most visited vacation spots.
Explore Palm - Eagle Beach's surroundings by going to San Nicolas (Baby Beach & Boca Grandi). Next up on the itinerary: stroll through Palm Beach, kick back and relax at Hadicurari Beach, enjoy the sea views from California Lighthouse, and explore the wealth of natural beauty at Arikok National Park.

To see maps, where to stay, traveler tips, and more tourist information, you can read our Palm - Eagle Beach holiday builder tool.

Fly from Havana to Palm - Eagle Beach in 6 hours. The time zone difference when traveling from Havana to Palm - Eagle Beach is 1 hour. Traveling from Havana in July, plan for somewhat warmer nights in Palm - Eagle Beach, with lows around 31°C. Finish up your sightseeing early on the 29th (Wed) so you can travel back home.

Things to do in Palm - Eagle Beach

Parks Beaches Outdoors

Side Trips

Santa Cruz, Noord, San Nicolas, Ayo and Casibari Rock Formations, Arashi Beach
Highlights from your plan
Eagle Beach ©
Eagle Beach
Palm Beach ©
Palm Beach
Arikok National Park ©
Arikok National Park

Similar Plans

9 days in Caribbean BY A USER FROM UNITED STATES July, teens, culture, outdoors, relaxing, beaches, historic sites, wildlife, popular & hidden gems Preferences: July, teens, culture, outdoors, relaxing, beaches, historic sites, wildlife Attraction style: Popular & hidden gems Pace: Medium 9 days in Caribbean BY A USER FROM UNITED STATES September, culture, outdoors, relaxing, romantic, beaches, wildlife, hidden gems Preferences: September, culture, outdoors, relaxing, romantic, beaches, wildlife Attraction style: Hidden gems Pace: Medium 10 days in Caribbean & Saba BY A USER FROM UNITED STATES July, teens, culture, outdoors, relaxing, beaches, historic sites, wildlife, popular & hidden gems Preferences: July, teens, culture, outdoors, relaxing, beaches, historic sites, wildlife Attraction style: Popular & hidden gems Pace: Medium 10 days in Caribbean, South America & Central America BY A USER FROM UNITED STATES July, teens, culture, outdoors, relaxing, beaches, historic sites, wildlife, hidden gems Preferences: July, teens, culture, outdoors, relaxing, beaches, historic sites, wildlife Attraction style: Hidden gems Pace: Medium 15 days in Caribbean BY A USER FROM UNITED STATES August, teens, outdoors, relaxing, beaches, shopping, popular & hidden gems Preferences: August, teens, outdoors, relaxing, beaches, shopping Attraction style: Popular & hidden gems Pace: Medium 9 days in Central America & Caribbean BY A USER FROM UNITED STATES June, culture, outdoors, relaxing, beaches, historic sites, wildlife, popular & hidden gems Preferences: June, culture, outdoors, relaxing, beaches, historic sites, wildlife Attraction style: Popular & hidden gems Pace: Medium 8 days in Caribbean BY A USER FROM GERMANY March, outdoors, romantic, beaches, wildlife, hidden gems Preferences: March, outdoors, romantic, beaches, wildlife Attraction style: Hidden gems Pace: Medium 8 days in Caribbean BY A USER FROM UNITED STATES March, relaxing, romantic, beaches, wildlife, popular & hidden gems Preferences: March, relaxing, romantic, beaches, wildlife Attraction style: Popular & hidden gems Pace: Medium 8 days in Caribbean BY A USER FROM UNITED STATES March, outdoors, relaxing, beaches, historic sites, popular & hidden gems Preferences: March, outdoors, relaxing, beaches, historic sites Attraction style: Popular & hidden gems Pace: Medium 10 days in Caribbean BY A USER FROM UNITED STATES December, culture, outdoors, popular & hidden gems Preferences: December, culture, outdoors Attraction style: Popular & hidden gems Pace: Medium 8 days in Caribbean BY A USER FROM CANADA April, teens, kids, popular sights Preferences: April, teens, kids Attraction style: Popular sights Pace: Medium 31 days in Caribbean BY A USER FROM CANADA April, slow & easy, hidden gems Preferences: April Attraction style: Hidden gems Pace: Slow & easy
See more plans