9 days in Caribbean Itinerary

9 days in Caribbean Itinerary

Created using Inspirock Caribbean trip itinerary maker

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Route & dates

9 days in Caribbean Itinerary

Start: Chicago, United States
Fly:  8​h
1
Havana, Cuba
— 3 nights
Fly:  2​h
2
Seven Mile Beach, Cayman Islands
— 2 nights
Fly:  6​h 15​min
3
Palm - Eagle Beach, Aruba
— 2 nights
Fly:  6​h 30​min
End: Chicago, United States

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: don't miss a visit to Malecón of Havana, wander the streets of Iglesias de San Francisco de Paula, get the lay of the land with Walking tours, and steep yourself in history at Fortaleza de San Carlos de la Cabana.

Make your Havana itinerary with Inspirock to find out what to see and where to go.

Chicago, USA to Havana is an approximately 8-hour flight. You can also do a combination of train and flight. Traveling from Chicago to Havana, you'll lose 1 hour due to the time zone difference. Traveling from Chicago in November, expect Havana to be much warmer, temps between 83°F and 65°F. Cap off your sightseeing on the 26th (Tue) early enough to travel to Seven Mile Beach.

Things to do in Havana

Historic Sites Tours Museums
Highlights from your plan
Old Havana ©
Old Havana
Malecón of Havana ©
Malecón of Havana
Plaza de la Catedral ©
Plaza de la Catedral

2
nights
Seven Mile Beach, Cayman Islands

Kick off your visit on the 27th (Wed): stroll through Seven Mile Beach, then sample the fine beverages at Cayman Spirits Co. Distillery, and then tour the pleasant surroundings at Stingray City Grand Cayman. Get ready for a full day of sightseeing on the next day: discover the deep blue sea with a scuba or snorkeling tour, try out the rides at Cayman Turtle Centre: Island Wildlife Encounter, and then take in the dramatic natural features at Hell Gift Store.

Take the guesswork out of planning a Seven Mile Beach vacation by using our trip itinerary maker.

You can fly from Havana to Seven Mile Beach in 2 hours. Plan for somewhat warmer nights when traveling from Havana in November since evenings lows in Seven Mile Beach dip to 77°F. Finish your sightseeing early on the 28th (Thu) so you can travel to Palm - Eagle Beach.

Things to do in Seven Mile Beach

Parks Wildlife Outdoors

Side Trips

Grand Cayman, Cayman Spirits Co. Distillery, Cayman Turtle Centre: Island Wildlife Encounter
Highlights from your plan
Scuba & Snorkeling
Stingray City Grand Cayman ©
Stingray City Grand Cayman
Seven Mile Beach ©
Seven Mile Beach

2
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.
Step out of Palm - Eagle Beach with an excursion to Baby Beach in San Nicolas--about 48 minutes away. And it doesn't end there: kick back and relax at Eagle Beach, explore the wealth of natural beauty at Arikok National Park, visit a coastal fixture at California Lighthouse, and tour the pleasant surroundings at Palm Beach.

To see reviews, maps, more things to do, and other tourist information, you can read our Palm - Eagle Beach vacation planner.

Getting from Seven Mile Beach to Palm - Eagle Beach by flight takes about 6.5 hours. The time zone difference when traveling from Seven Mile Beach to Palm - Eagle Beach is 1 hour. In November, plan for daily highs up to 89°F, and evening lows to 79°F. Wrap up your sightseeing on the 1st (Sun) early enough to travel back home.

Things to do in Palm - Eagle Beach

Parks Outdoors Beaches

Side Trips

Arikok National Park, Baby Beach, California Lighthouse
Highlights from your plan
Eagle Beach ©
Eagle Beach
Palm Beach ©
Palm Beach
Arikok National Park ©
Arikok National Park

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