30 days in Caribbean, Key Largo & Kokomo Itinerary

30 days in Caribbean, Key Largo & Kokomo Itinerary

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Route & dates

30 days in Caribbean, Key Largo & Kokomo Itinerary

Start: Sydney, Australia
Fly:  25​h
1
Oranjestad, Aruba
— 3 nights
Fly + shuttle:  4​h
2
Punta Cana, Dominican Republic
— 4 nights
+2
shuttle + Fly + bus:  10​h 30​min
3
Ocho Rios, Jamaica
— 1 night
bus:  1​h 30​min
4
Montego Bay, Jamaica
— 3 nights
Fly:  5​h 30​min
5
Havana, Cuba
— 3 nights
Fly:  4​h 30​min
6
Nassau, Bahamas
— 4 nights
Fly + Drive:  6​h
7
Key Largo, United States
— 3 nights
+2
Drive + Fly + Drive:  7​h 30​min
8
St. George, Bermuda
— 2 nights
+2
Drive + Fly + Drive:  13​h
9
Kokomo, United States
— 2 nights
Drive + Fly:  28​h
End: Sydney, Australia

3
nights
Oranjestad, Aruba

Oranjestad ©
When vacationing on Aruba, don't miss taking a tour of Oranjestad, the capital of the small Caribbean island.
Step out of Oranjestad to go to San Nicolas and see Baby Beach, which is approximately 32 minutes away. The adventure continues: kick back and relax at Eagle Beach, stroll through Palm Beach, explore the wealth of natural beauty at Arikok National Park, and enjoy the sea views from California Lighthouse.

To find more things to do, where to stay, traveler tips, and more tourist information, read our Oranjestad trip website .

Sydney, Australia to Oranjestad is an approximately 25-hour flight. You can also do a combination of bus and flight. Traveling from Sydney to Oranjestad, you'll gain 14 hours due to the time zone difference. Traveling from Sydney in January, Oranjestad is somewhat warmer at night with lows of 28°C. Wrap up your sightseeing on the 13th (Wed) early enough to travel to Punta Cana.

Things to do in Oranjestad

Parks Beaches Outdoors

Side Trips

Palm - Eagle Beach, Ayo and Casibari Rock Formations, Arikok National Park, California Lighthouse, Baby Beach
Find places to stay Jan 10 — 13:
Highlights from your plan
Eagle Beach ©
Eagle Beach
Arikok National Park ©
Arikok National Park
Palm Beach ©
Palm Beach

4
nights
Punta Cana, Dominican Republic

Punta Cana ©
In an area boasting beaches that face both the Atlantic Ocean and the Caribbean Sea, vacations in Punta Cana have been popular with tourists since the early 1970s.
Explore Punta Cana's surroundings by going to La Romana (Altos de Chavon & Teeth Of The Dog). There's still lots to do: kick back and relax at Bavaro Beach, don't miss a visit to Jesus Maestro Parish, step off the mainland to explore Saona Island, and look for gifts at HARRISON'S Fine Caribbean Jewelers.

To see reviews, other places to visit, where to stay, and other tourist information, refer to the Punta Cana planner .

Traveling by combination of flight and shuttle from Oranjestad to Punta Cana takes 4 hours. Alternatively, you can fly. Traveling from Oranjestad in January, plan for little chillier nights in Punta Cana, with lows around 25°C. Finish your sightseeing early on the 17th (Sun) to allow enough time to travel to Ocho Rios.

Things to do in Punta Cana

Parks Outdoors Beaches

Side Trip

La Romana
Find places to stay Jan 13 — 17:
Highlights from your plan
Bavaro Beach ©
Bavaro Beach
Saona Island ©
Saona Island
Altos de Chavon ©
Altos de Chavon

1
night
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.
On the 17th (Sun), admire the sheer force of Dunn's River Falls and Park. Get ready for a full day of sightseeing on the 18th (Mon): Head underground at Green Grotto Caves, take in the dramatic scenery at Blue Hole, and then steep yourself in history at Firefly.

To find more things to do and other tourist information, go to the Ocho Rios itinerary planner .

You can do a combination of shuttle, flight, and bus from Punta Cana to Ocho Rios in 10.5 hours. Other options are to do a combination of flight and bus; or fly. Due to the time zone difference, you'll gain 1 hour traveling from Punta Cana to Ocho Rios. In January, daytime highs in Ocho Rios are 36°C, while nighttime lows are 27°C. Finish your sightseeing early on the 18th (Mon) to allow enough time to take a bus to Montego Bay.

Things to do in Ocho Rios

Nature Parks Historic Sites

Side Trips

Green Grotto Caves, Firefly
Find places to stay Jan 17 — 18:
Highlights from your plan
Dunn's River Falls and Park ©
Dunn's River Falls and Park
Green Grotto Caves ©
Green Grotto Caves
Firefly ©
Firefly

3
nights
Montego Bay, Jamaica

Montego Bay ©
The second largest city in Jamaica, Montego Bay boasts an international airport and a major cruise-line terminal, so it regularly receives a big influx of visitors to the island.
Get out of town with these interesting Montego Bay side-trips: Seven Mile Beach (in Negril), Original Mayfield Falls Jamaica (in Pennycooke) and Tryall Golf Course (in Sandy Bay). The adventure continues: shop like a local with White Witch Golf Course, enjoy the sand and surf at Doctor's Cave Beach, don't miss a visit to The Cage, and take in the architecture and atmosphere at Blessed Sacrament Cathedral.

To see ratings, traveler tips, reviews, and tourist information, go to the Montego Bay trip website .

Traveling by bus from Ocho Rios to Montego Bay takes 1.5 hours. Alternatively, you can drive. In January in Montego Bay, expect temperatures between 35°C during the day and 26°C at night. Cap off your sightseeing on the 21st (Thu) early enough to travel to Havana.

Things to do in Montego Bay

Outdoors Parks Beaches

Side Trips

Tryall Golf Course, Seven Mile Beach, Mayfield Falls Jamaica (Original)
Find places to stay Jan 18 — 21:
Highlights from your plan
Seven Mile Beach ©
Seven Mile Beach
Rose Hall Great House ©
Rose Hall Great House
Mayfield Falls Jamaica (Original)
Mayfield Falls Jamaica (Original)

3
nights
Havana, Cuba

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Havana is known for historic sites, museums, nightlife, beaches, and classes. Your plan includes some of its best attractions: appreciate the extensive heritage of El Malecon, make a trip to Old Havana, contemplate the long history of Fortaleza de San Carlos de la Cabana, and explore the world behind art at Museu Nacional de Belas Artes de Cuba.

For photos, traveler tips, other places to visit, and other tourist information, read our Havana trip itinerary app .

Traveling by flight from Montego Bay to Havana takes 5.5 hours. Prepare for a bit cooler weather when traveling from Montego Bay in January: high temperatures in Havana hover around 30°C and lows are around 19°C. Cap off your sightseeing on the 24th (Sun) early enough to travel to Nassau.

Things to do in Havana

Historic Sites Museums Neighborhoods
Find places to stay Jan 21 — 24:
Highlights from your plan
Malecón of Havana ©
Malecón of Havana
Old Havana ©
Old Havana
Plaza de la Catedral ©
Plaza de la Catedral

4
nights
Nassau, Bahamas

Nassau ©
On a trip to Nassau you can immerse yourself in a dynamic city atmosphere or spend your days lazing on the soft golden sands.
Nassau is known for theme parks, beaches, shopping, wildlife, and historic sites. Your plan includes some of its best attractions: enjoy the sand and surf at Cable Beach, take in the spiritual surroundings of Christ Church Cathedral, observe the fascinating underwater world at Predator Lagoon, and stroll through Cabbage Beach.

To see more things to do, where to stay, other places to visit, and other tourist information, refer to the Nassau trip planner .

You can fly from Havana to Nassau in 4.5 hours. In January in Nassau, expect temperatures between 31°C during the day and 22°C at night. Wrap up your sightseeing on the 28th (Thu) to allow time to travel to Key Largo.

Things to do in Nassau

Parks Outdoors Zoos & Aquariums

Side Trip

Paradise Island
Find places to stay Jan 24 — 28:
Highlights from your plan
Cable Beach ©
Cable Beach
Marine Habitat at Atlantis ©
Marine Habitat at Atlantis
Cabbage Beach ©
Cabbage Beach

3
nights
Key Largo, United States

The northernmost island of the Florida Keys, Key Largo provides stunning scenery, a number of watersports opportunities, and plenty of areas to relax on vacation.
Explore the numerous day-trip ideas around Key Largo: Anhinga Trail (in Everglades National Park), Burr's Berry Farm (in Goulds) and Islamorada (Fishing Charters & Tours & Lignumvitae Key Botanical State Park). There's still lots to do: look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center, stop by Petals With Pizzazz, see some colorful creatures with a scuba or snorkeling tour, and explore the landscape on two wheels at Florida Keys Visitor Center.

For photos, where to stay, maps, and other tourist information, use the Key Largo driving holiday planner .

The Route module can help you plan travel from Nassau to Key Largo. Plan for little chillier temperatures traveling from Nassau in January, with highs in Key Largo at 28°C and lows at 19°C. Finish your sightseeing early on the 31st (Sun) to allow enough time to travel to St. George.

Things to do in Key Largo

Wildlife Outdoors Parks

Side Trips

Islamorada, Burr's Berry Farm, Anhinga Trail
Find places to stay Jan 28 — 31:
Highlights from your plan
Fishing Charters & Tours
Scuba & Snorkeling

2
nights
St. George, Bermuda

St. George ©
St. George is known for historic sites, beaches, shopping, museums, and parks. Your plan includes some of its best attractions: explore the fascinating underground world of Crystal & Fantasy Caves, enjoy the sand and surf at Tobacco Bay, walk around Blue Hole Park, and steep yourself in history at Fort St. Catherine.

For maps, ratings, traveler tips, and other tourist information, go to the St. George day trip website .

The Route module can help you plan travel from Key Largo to St. George. Due to the time zone difference, you'll lose 1 hour traveling from Key Largo to St. George. When traveling from Key Largo in February, plan for little chillier days in St. George, with highs around 24°C, while nights are about the same with lows around 19°C. Finish your sightseeing early on the 3rd (Wed) so you can travel to Kokomo.

Things to do in St. George

Parks Outdoors Museums

Side Trips

Blue Hole Park, Crystal & Fantasy Caves
Find places to stay Jan 31 — Feb 3:
Highlights from your plan
Crystal & Fantasy Caves ©
Crystal & Fantasy Caves
World Heritage Centre - St. George ©
Blue Hole Park ©
Blue Hole Park

2
nights
Kokomo, United States

Kokomo ©
Kokomo is a city in and the county seat of Howard County, Indiana, United States. Kick off your visit on the 4th (Thu): examine the collection at Seiberling Mansion and then get engrossed in the history at Kokomo Automotive Heritage Museum. Keep things going the next day: examine the collection at The Monon Connection Museum and then enjoy some diversion at Hoosier Gym.

For reviews, maps, where to stay, and more tourist information, go to the Kokomo online trip planner .

The Route module can help you plan travel from St. George to Kokomo. You'll gain 2 hours traveling from St. George to Kokomo due to the time zone difference. Prepare for much colder weather when traveling from St. George in February: high temperatures in Kokomo hover around 3°C and lows are around -7°C. Wrap up your sightseeing by early afternoon on the 6th (Sat) to allow enough time to travel back home.

Things to do in Kokomo

Museums Fun & Games

Side Trips

Room Escape Games, The Monon Connection Museum, Hoosier Gym
Find places to stay Feb 3 — 6:
Highlights from your plan
Seiberling Mansion ©
Seiberling Mansion
Room Escape Games
Hoosier Gym ©
Hoosier Gym

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